JOIN US FOR AN ADVENTURE OF A LIFETIME

Welcome to the Sailing Valentina experience

Get ready for the adventure of a lifetime as we set sail on our spectacular owner-operated sailing catamaran. Picture yourself in a world where relaxation, exhilaration, and sheer happiness come together in perfect harmony. Our vibrant journey invites you to:

Relaxation

Lounge on our sun-soaked decks, let the gentle sea breeze lull you into serenity, and bask in the Caribbean's unrivaled tranquility.

Adventure

Dive into thrilling snorkeling, explore hidden coves, and discover vibrant marine life. The Caribbean's treasures are waiting to be unveiled.

Savor delectable cuisines, sip on cocktails, and witness stunning sunsets. It's a world of contentment that you won't want to leave.

Pure Bliss

Pack your sense of wonder and your spirit of adventure, because your unforgettable journey begins here!

Welcome Aboard!

Welcome aboard Valentina! We are an all-inclusive, fully crewed, luxury sailing catamaran available for charters throughout the eastern Caribbean. Fully owner-operated, we offer five amazing itinerary options to choose from. Come set sail for an unforgettable adventure. Your sailing charter dream begins here.

Valentina is a breathtaking 62' Lagoon Catamaran crafted in 2013 but has undergone major upgrades and a refit in 2023. She showcases two luxurious queen cabins and a cozy double bunk cabin accommodating six guests, each pampered with their own private ensuite baths, complete with modern amenities like electric toilets, vanities, and separate showers. Valentina presents a medley of luxurious spaces where one can recline, bask in the cooling trade winds, and enjoy a cocktail in the Caribbean's pristine cerulean waters. The salon, designed for comfort, can easily seat all guests, be it for leisurely lounging or indulging in delightful dining experiences. The exterior of Valentina invites guests to partake in alfresco dining, luxuriate in the seating area on the top deck, and unwind in the lounge adjacent to the helm. Additionally, a serene lower deck lounge area, nestled behind the trampolines, offers a peaceful sanctuary. With its abundant lounging spots, Valentina provides ample room for both group gatherings and secluded moments of relaxation, ensuring an idyllic escape for all.

Destinations

  • At a glance: European culture, luxury, picturesque, friendly, a lot of something for everyone

    St. Martin, also known as St. Maarten has unique and diverse elements of both French and Dutch culture. The island offers a relaxed and welcoming atmosphere, where visitors can truly unwind and enjoy the Caribbean way of life. Relaxation and tranquility or excitement and entertainment coexist perfectly on this magical island paradise.

    www.st-martin.org/us/

    Anguilla feels like a real-life postcard with its stunning coral-white beaches and tranquil turquoise waters. Explore a harmonious blend of nature adventures, luxury resorts, award-winning cuisine, and warm island hospitality. This is a perfect destination for those in search of an idyllic, sun-soaked paradise.

    https://ivisitanguilla.com/

    St. Barts is the epitome of Caribbean elegance and luxury with pristine beaches, upscale boutiques, and world-class dining. The natural beauty seamlessly blends with sophistication and a cosmopolitan atmosphere, making it the ultimate destination for discerning travelers seeking an exquisite escape.

    www.saintbarth-tourisme.com/en/home-of-st-barts-tourism/

  • At a glance: 365 Beaches, historical, classy, welcoming, diverse, exclusive

    Nestled in the heart of the Caribbean, Antigua & Barbuda beckons with its unrivaled natural beauty and warm hospitality. These islands, boasting azure waters and lush landscapes, are a haven for outdoor enthusiasts. 365 sun-kissed beaches dot the coastline and offer world-class amenities and captivating views. Sail around crystal-clear bays, snorkel among vibrant coral reefs, or hike through verdant rainforests, all while soaking in the year-round sunshine. Immerse yourself in the rich history of Nelson's Dockyard, a UNESCO World Heritage site, or indulge in the vibrant local culture. Whether you are celebrating a romantic getaway, embarking on a family adventure, or planning a destination wedding, Antigua and Barbuda invites you to create unforgettable memories in a destination where time stands still, and dreams come true.

    www.visitantiguabarbuda.com/

  • At a glance: Unspoiled nature, abundant sea creatures, tranquility, authentic atmosphere

    Escape to the unspoiled beauty of the Grenadines, where time stands still amidst tranquil turquoise waters. The beaches are decidedly low-key and often deserted, and the nearby reefs teem with brightly scaled fish. Absorb the charm of local island life, as you wander along the picturesque coastlines, discovering an array of vibrant watering holes, and charming family-owned shops, and savor the flavors of authentic farmer's markets. Dive into the pristine Tobago Cays, a natural sanctuary boasting crystalline waters, idyllic sandy shores, and enchanting encounters with gentle sea turtles, which all make for an unforgettable charter experience.

    http://discoversvg.com

  • At a glance: No Passport needed, national parks, lush rainforests, white sandy beaches

    Experience the enchanting beauty of the USVI like never before! Nestled in the heart of the Caribbean, this tropical paradise beckons with its crystal-clear turquoise waters, powdery white-sand beaches, and lush green landscapes. Whether you're a sunseeker, an adventurer, or a history enthusiast, the USVI has something for everyone. Dive into the vibrant underwater world of St. John's Coral Reefs, hike through the pristine trails of St. Croix, or immerse yourself in the rich cultural heritage of St. Thomas. Savor the delectable flavors of Caribbean cuisine, sip on refreshing cocktails, and let the rhythms of Calypso and Reggae serenade your senses. With its warm hospitality and captivating scenery, the USVI promises an unforgettable getaway where relaxation and adventure harmoniously coexist. Come explore the US Virgin Islands and create memories that will last a lifetime!

    www.visitusvi.com/

  • At a glance: Sailing capital, beach bars, snorkelers' paradise, pirate history

    The US Virgin Islands (USVI) and the British Virgin Islands (BVI) are the two most popular charter destinations in the Caribbean mainly known for a vibrant yacht charter industry. These islands boast crystal-clear turquoise waters, pristine beaches, and a variety of anchorages and marinas, making them an ideal playground for yacht charter vacations. Chartering allows guests to explore the picturesque bays, indulge in world-class diving and snorkeling sites, and experience the vibrant culture and nightlife of the islands.

    The British Virgin Islands (BVI) are a breathtaking archipelago consisting of over 60 islands and islets, providing an enchanting experience for visitors. The islands are renowned for their natural beauty, including iconic destinations such as The Baths on Virgin Gorda, and the world-famous beach bars of Jost Van Dyke. Chartering in the BVI offers opportunities for snorkeling in vibrant coral reefs, exploring secluded coves, and enjoying the warm hospitality of the local islanders. Whether seeking adventure, relaxation, or a mix of both, the USVI and the BVI are idyllic destinations for charter guests, offering a seamless blend of natural beauty, tropical serenity, and nautical exploration.

    www.visitusvi.com/

    www.bvitourism.com/

Welcome aboard Valentina! Our mantra: "Impossible is only somebody's opinion." We cast aside the mundane trappings of land life to embark on a thrilling voyage of exploration and discovery, immersed in the captivating embrace of nature. 

We extend a warm invitation for you to be a part of an exhilarating adventure. As owners/operators of Valentina, we have lived aboard full-time since early 2019. Our journey began in Marina del Rey, CA, and we've since traversed the Pacific coast, transited the legendary Panama Canal, and circumnavigated the Caribbean numerous times – a remarkable expedition that has led us through the enchanting landscapes of the San Blas Islands, Isla Mujeres/Cancun, Florida, The Bahamas, and most of the Greater and Lesser Antilles, including Los Roques and the ABC Islands. Earlier this year, we made a momentous decision to establish our home base in the Eastern Caribbean and begin charter service. While St. Martin serves as our primary home base during high season, we frequently venture to other idyllic islands based on each guest’s request. In the quieter low season, we seek refuge in the tranquil embrace of The Grenadines and Grenada, ensuring safety and comfort. Join us for a charter experience that promises to create lifelong memories, forging an unbreakable bond with the sea and the world's most breathtaking destinations.

Meet Your Crew

  • Growing up as a 90's child in the vibrant California East Bay area and Sacramento Valley region, my childhood was filled with the thrill of competitive gymnastics. However, it was during the summertime, away from the gym, that my true passion for boating and water sports blossomed. Spending countless hours at the lake and wakeboarding with my family ignited a lifelong love affair with open waters.

    While I may have caught the sailing bug a little later in life than some, it certainly hit me hard and fast. The enchantment of sailing captured my heart during a sailing excursion as part of a cruise in 2018. From that moment on, I sought out numerous sailing trips, including a transformative 7-day charter with Gustavo, my future husband, in the mesmerizing Angra dos Reis region of Brazil—an experience that forever holds a special place in my heart. On a bit of a whim, I visited the Fort Lauderdale boat show in October 2018, ultimately leading to the purchase of Valentina in Marina Del Ray, CA, just five months later.

    In pursuit of warmer waters and the allure of better and more affordable margaritas, Gustavo and I embarked on a remarkable journey down the Pacific Mexican coast, welcoming the addition of our fur baby, Linda, during our exploration of the Costa Rican volcanoes. Our adventurous spirit then propelled us to transit the Panama Canal and become captivated by the splendor of the San Blas Islands.

    While we were basking in the beauty of the San Blas, the world was abruptly halted by the arrival of Covid-19. For four months, we found ourselves quarantined in the lush jungles of Puerto Lindo, Panama, tied to a mooring. With perseverance and a touch of good fortune, we obtained special clearance from the coast guard, enabling us to embark on a non-stop seven-day sail to Isla Mujeres, Mexico, a destination with fewer restrictions and better tacos.

    As Covid-19 protocols began to ease, we resumed our journey, navigating through the waters of Florida, the Bahamas, and twice around the enchanting eastern Caribbean, including memorable stops in Los Roques, Venezuela, and the ABC Islands in 2022. Following our journey through The Thorny Path in early 2023, we decided to make the eastern Caribbean our home and share our passion for sailing by offering extraordinary charters throughout the Leeward and Windward Islands.

    Come embark on an unforgettable adventure with us aboard Valentina, where we combine our love for sailing, expertise in the travel and hospitality industry, and commitment to creating exceptional experiences. Whether you seek relaxation, thrilling water sports, or immersive cultural encounters, our charters promise to exceed your expectations. Join us on Valentina and discover the true meaning of luxury, freedom, and the joy of sailing in paradise.

  • Originally hailing from an untouched farm town nestled in the picturesque state of Minas Gerais, Brazil, I spent my formative years surrounded by rolling hills, lush forests, freshwater rivers, waterfalls, and abundant greenery. Despite being far from the ocean, my vivid imagination transformed the vast blue sky into a boundless sea of wonder. Later, as a teenager, I embarked on a new chapter by relocating to Brasilia, the vibrant capital of Brazil, where I completed high school and entered the realms of customer service and government public welfare projects for three enriching years.

    In 2008, I embarked on an entrepreneurial journey and established an IT support service catering to small businesses within my community. This endeavor not only empowered local entrepreneurs but also fostered a sense of collaboration and growth. Eventually, in 2013, with an unwavering thirst for fresh opportunities and thrilling escapades, I bid farewell to Brazil and set my sights on the United States.

    Since my arrival in the USA, I have immersed myself in various domains, including the restaurant industry, hospitality, and customer service. Rooted in my unwavering passion for service, I take pride in my keen attention to detail, sincerity, and the Brazilian concept of 'aconchego'—a warm and cozy atmosphere.

    My life took an extraordinary turn when destiny brought Josh and me together and we embarked on an amazing sailing journey. One day we simply left the ordinary life to sail the world and experience the joy of discovering the unknown, with the faith and courage to learn something new every day. Onboard Valentina we had found our new home, but it wasn’t a place, it was a marvelous ongoing adventure.

    As a Brazilian, I naturally possess the gift of gab and relish in the opportunity to connect with our guests, understand their preferences, and unveil the wonders of the Caribbean Islands that have captivated our hearts. I am also delighted to share glimpses of my culture, starting with brewing traditional Cafézinho (classic Brazilian coffee) and baking homemade Pão de Queijo (Brazilian cheese bread) using cherished recipes passed down from my vovó (grandmother). For sundowners, we serve delectable Caipirinhas in an array of delightful tropical flavors. If you're open to learning, you might even leave with the ability to impress your friends by speaking some Portuguese or mastering a few Samba dance moves.

    Join us on this remarkable experience as we embrace the essence of hospitality, cultural exchange, and the pursuit of lifelong memories aboard Valentina. Together, let's sail towards extraordinary horizons.

  • Within one glorious and lucky day my life changed from being an orphan amongst the mountains and coffee plantations of Atenas, Costa Rica to being the most important member of my new family and sailing the world aboard Valentina. I was living in a shelter that a kind woman was running from her small home. There were 16 of us dogs, and 25 cats, which made for a very full house and never enough food! On the day I was adopted I didn’t even have a proper name yet, but my Papai (daddy) kept calling me “Que Linda, Que Linda”, which I guess means something in Portuguese or Spanish or something… so I shortened it to Linda and now that’s my name. People often ask what kind of dog I am, and to be honest I don’t really know. I suppose I’m the spoiled kind.

    I hadn’t yet seen the ocean when my dads brought me home to Valentina. The dark smooth reflective flooring off the back of sugar steps looked interesting and I saw another dog there, so I went to investigate. Just as I was reaching my paw down to meet this other pup, I fell through the floor! After my dads fished me out, they explained how water works. Well, now I know better, and now I am a water aficionado. I have honed my swimming skills and beach detective prowess. I am happy to help you chase off those pesky lizards, and I always captivate onlookers with my impressive fishing talents. I have even caught a few. I love treats, nice people, kids of all ages, and all other dogs- big and small. I try to make friends with cats too, but they are a little mean and kind of scare me sometimes.

    I am privileged to have collected more passport stamps in my four short years on this earth than most humans do in an entire lifetime. Since leaving Costa Rica I have been everywhere with my dads on Valentina. My dads say that I was originally supposed to help with security onboard, but I just want to play and be everyone’s friend, or just take a nap. That doesn’t stop me from being effective, however. Upon seeing me onboard most local islanders think twice before approaching our floating sanctuary. This helps discourage those with less than pure intentions, and I am an excellent judge of character. I can smell intent from a mile away and I am not shy about telling my dads when something smells fishy.

    As we set sail to explore picturesque beaches and vibrant snorkeling spots, I am eager to share my zest for life and playful spirit with you. Join me aboard Valentina, where the allure of the sea merges with the joy of discovering hidden treasures. Let us embark on a voyage together, where the splendor of the ocean meets the warmth of companionship. Welcome aboard!

We are so honored to have won THE BEST CREW IN SHOW award at the 2023 VIPCA Yacht Show!

Welcome to our table onboard Valentina! I'm Gustavo, your private chef. I'm dedicated to creating a warm and inviting atmosphere, drawing inspiration from the Brazilian concept of 'aconchego.' With a deep commitment to service and a background in the restaurant and hospitality industry, I'm passionate about crafting memorable experiences. We cater to your group's individual preferences and dietary restrictions as we want each of our guests to love the fine food and drinks we serve. I look forward to connecting with you, exploring the Caribbean's hidden gems, and sharing a taste of my Brazilian heritage, from traditional Cafézinho to beloved Pão de Queijo. As the sun sets, savor our Caipirinhas, a tropical journey to Brazil. Your culinary voyage aboard Valentina promises to be a fusion of flavors and cultures, an unforgettable celebration of hospitality and life itself.

Onboard Cuisine

  • Breakfast is served with gourmet coffee, assorted teas, natural juices, yogurts, smoothies, cereals, fresh fruit, and pão de queijo (the famous Brazilian cheese bread)

    Greek Yogurt topped with fresh fruit, granola, almonds & honey

    Smoked Salmon Benedict

    English muffin, smoked salmon, poached eggs, herb citrus hollandaise, mixed greens

    Fluffy Egg Scramble with cheese, sausage, mushrooms, and bell peppers

    Brazilian Tapioca

    Yuca flour crèpe, prepared sweet or savory

    Brioche Cinnamon & Vanilla French Toast, maple bacon

    Banana Cinnamon Pancakes & Sausage

    Waffle Tropical

    Tropical fruit compote, maple syrup, fresh whipped cream, maple bacon

    Avocado Toast

    Multigrain bread, sunnyside egg, bacon, heirloom tomato, feta

  • Crew’s Favorite Shrimp Salad

    Honey garlic shrimp, mixed greens and romaine, feta cheese, carrot, bellpepper, cucumber, green olive, creamy herb dressing

    Blackened Mahi Southwest Salad

    Mixed greens, sweet corn, avocado, black beans, bell pepper, cilantro lime vinaigrette

    Ahi Tuna Poke Bowl

    Quinoa, avocado, mango, cucumber, wakami, mixed greens, sesame ginger dressing

    Shrimp Tacos, tropical salsa and a spicy sriracha mayo

    Blackened Grouper Sandwich on brioche bun topped with arugula, capers, lemon horseradish, cornichons tartar sauce, mixed greens

    Seared Ahi Tuna with sesame ginger dressing, served with rice and mixed greens

    Gourmet Burger

    Fresh handmade beef burger with gouda cheese, lettuce, tomato, onion, pickles, avocado, and garlic aioli, served with mixed greens and french fries

    Valentina Wrap

    Flavored flour tortilla, ranch, pesto, honey, turkey, chicken, coppa, gouda, avocado, mixed greens

  • Charcuterie Board with assorted cheeses, cured meats, nuts, dried fruits, and artisan crackers

    Hummus Platter with pita chips, raw vegetables, and fruit

    Baked Brie with apricot jam, nuts, honey, and artisan crackers

    Bruschetta

    Artisan tomato, fresh basil, prosciutto, black olive tapenade

    Stuffed Endive

    Green apple, herbed goat cheese, pistachio, honey citrus vinaigrette

    Caprese Salad with fresh basil and mozzarella topped with a sweet balsamic glaze and served with warm french baguette

    Homemade Crab Cakes with lemon caper aioli

    Coconut Shrimp with mango and chili dipping sauce

    Captain's Kitchen Salad

    Shredded chicken, pesto, ranch, mayo, herbs, garlic, olive, severed with artisan crackers or pita chips and raw vegetables

  • Brazilian Chicken Stroganoff on rice, mixed greens

    Herb Grilled Mahi Mahi, mango salsa, smashed sweet potato, mixed vegetables

    Grilled Jumbo Shrimp, coconut rice, mango salsa, mixed vegetables

    Citrus Roasted Salmon, jasmine rice, mixed vegetables

    Grilled Filet Mignon, béarnaise, rosemary broccolini, pomme frites

    Caribbean Jerk Chicken, pineapple salsa, coconut rice, garlic parmesan asparagus

    Red Wine Braised Short Ribs, parmesan polenta, maple bacon brussel sprouts

    Camarão na Moranga (Brazilian Shrimp Stuffed Pumpkin), served with rice and mixed greens

    Fresh Lobster Tail with garlic butter, rosemary roasted potatoes, mixed vegetables (sessional)

  • Coconut Pudim (flan), caramel sauce

    Chocolate Lava Cake, vanilla ice cream

    Banana Fosters

    Caramelized banana, spiced rum sauce, vanilla ice cream

    Key Lime Pie Cheesecake, caramel sauce

    Flourless Chocolate Cake, fresh strawberries

    Caramelised Rum Poached Pineapple, coconut sorbet

    Peanut Butter Pie, chocolate sauce

    Warm Caramel Apple Crisp, vanilla ice cream

    Classic Chocolate Brownie Sundae vanilla ice cream, chocolate and caramel sauce, whipped cream, nuts, cherry

  • Caipirinha

    Brazil's national cocktail, made with Cachaça 51, Leblon, or Yaguara Branca Cachaça, sugar, and lime

    Flavors: Classic lime (lima), passion fruit (maracujá), strawberry (morango), pineapple (abacaxi), kiwi, mango (manga)

    Gizmo’s G&T

    Tanqueray or Bombay Sapphire Gin, tonic, lime, muddled mint

    Mojito

    Bacardi Silver white rum, muddled mint, fresh lime, simple syrup, club soda

    Blue Lagoon Margarita

    Casamigos Reposado tequila, lime, blue curaçao, Grand Marnier, salted rim

    Piña Colada

    Bacardi Silver white rum, cream de coco, pineapple, lime, blended with ice, dark rum floater

    Painkiller

    Pusser's Rum, pineapple, orange, cream de coco, nutmeg

    Frozen Daiquiri

    Bacardi Silver white rum, fruit of choice, lime, sugar, blended with ice

    Sex on the Beach

    Belvedere vodka, peach schnapps, orange, cranberry

    Dark ’n Stormy

    Bacardi Black dark rum, lime, ginger beer

    Ilha Valentina (Valentina Island)

    Bacardi Silver white rum, Malibu Coconut rum, pineapple, orange, lime, grenadine, dark rum floater

    SHIP’S BAR

    Rum (Come on now, it's the Caribbean. Ya Mon!)

    Bacardi Silver, Gold, Black & Reserva Ocho. Brugal Añejo, Myers's Dark Rum. Malibu Coconut, Pineapple, Mango, & Passionfruit

    Cachaça

    Cachaça 51, Leblon, Yaguara Branca

    Vodka

    Belvedere, Absolut, Ketel One

    Tequila

    Patron Silver, Teremana Reposado, Casamigos Blanco, Reposado, & Añejo

    Gin

    Bombay Sapphire, Tanqueray

    Bourbon

    Glenlivet 15, Fireball Cinnamon Whisky

    Cordials

    Grand Marnier, Blue Curaçao, Bailey's Irish Cream, Disaronno Amaretto, Kahlua, Frangelico, Aperol, St. Germain, Martini Dry Vermouth, Campari, Sheridan’s Layered Coffee & Cream

    Wine & Beer

    Sparkling

    Prosecco: Josh (Italy), Filo Dora (Italy)

    White

    Sauvignon Blanc: Matua (New Zealand).

    Chardonnay: Josh (California), Papi (Chile).

    Pinot Grigio: Josh (California), Ruffino (Italy)

    Rosé: Josh (California), Manon (Provence)

    Red

    Cabernet Sauvignon: Josh (California), Catena (Argentina), Substance (Columbia Valley, WA).

    Merlot: Woodbridge (California).

    Malbec: Terrazas (Argentina).

    Pinot Noir: Josh (California)

    Beer

    Carib, Stag, Corona

Welcome Toast: One complimentary bottle of Veuve Clicquot Brut or Rosé Champagne upon boarding. Additional bottles may be available for purchase on board at additional cost.

Menu items can be adjusted to your dietary needs and are subject to island availability.

Discover Paradise with Our LGBTQ-Crewed Luxury Sailing Yacht Charters

Set sail into a world of luxury and acceptance! Our exclusive, private gay yacht charters invite you to the world’s most breathtaking sailing destinations, with a crew as vibrant and diverse as our community.

We are set to grace some of the Caribbean's most illustrious events this season! From the exhilarating VIPCA Yacht Charter Show in St. Thomas, USVI, where catamarans dot the marina in a spectacular display, to the vibrant and rhythmic celebrations of the St. Maarten Carnival, we're at the heart of the action. Click the image below to learn more and inquire with us to reserve your charter to include joining in these festivities!

Events

St. Maarten Regatta

February 29 – March 3, 2024

SXM Festival

March 11 – March 18, 2024

St. Marteen Carnival

April 23 – May 6, 2024

Antigua Sailing Week

April 27 - May 3, 2024

BVI Spring Regatta

April 1 - April 7, 2024

USVI VIPCA Show

November 11 – 14, 2023

Rates & Availability

7 Night Standard Charter Rates

Full Board Option: Includes 7 breakfasts, 7 lunches and 7 dinners, happy hour canapes, standard ships bar and snacks. Meals ashore are additional at guest's expense.

Half Board Option: Includes 7 breakfasts, 4 lunches & 3 dinners, happy hour canapes, standard ships bar and snacks. Meals ashore are additional at guest's expense.

Local Fare Option: Includes 7 breakfasts, 5 lunches & 6 dinners, happy hour canapes, standard ships bar and snacks. Meals ashore are additional at guest's expense.

**SPECIAL OFFERS**

*APRIL/MAY INCENTIVE*

Sail the Virgin Islands, St. Martin/Anguilla/St. Barts, or Antigua/Barbuda through May 2024 and enjoy a 10% discount off all rates. 7 night minimum required.

*GRENADINES SUMMERTIME SPECIAL*

Sail the enchanting Grenadines islands from June through October 2024 and enjoy a 10% discount off all rates. 7 night minimum required.

Important notes:

Valentina is available for charters in the Leeward Islands from November through May, and in The Grenadines from June through October.

Valentina is available throughout the eastern Caribbean with **NO REPOSITIONING FEES** for charters of 6 nights or more between the Virgin Islands (area 1), St. Martin, Anguilla & St. Barts (area 2), St. Kitts & Nevis (area 3), Antigua & Barbuda (area 4), or Guadalupe (area 5), from November through May.

The Grenadines (area 6) is also available during high season but requires a repositioning fee of $10 per nautical mile roundtrip (budget for 700nm minimum) and a 7-night minimum. No repositioning fees apply for The Grenadines from June through October.

**Please contact us for detailed itinerary options and destination info. **

Our rates are all-inclusive: Taxes, re-location fees (conditions apply), cruising permits, licenses, standard onboard supplies, and food and beverage as specified are all included in our rates. All prices are in US dollars.

What is NOT INCLUDED in the charter rate?: Flights, hotels, and ground transportation are not included, BUT, we have an excellent travel partner that can help with this free of charge. Food and drinks away from the boat are not included. Crew gratuity of 15-20% is customary, not included, and at charterer’s discretion. Gratuity should be given to the captain at the end of the charter.

  • Yes, for all of our destinations you will, with the exception of the USVI.

  • Your charter is a uniquely adaptable adventure:

    Tailored to Your Tastes: Each day of your charter is a blank canvas waiting for your preferences to take center stage. Your party's desires guide the way, ensuring that every moment aligns with your interests.

    Personalized Planning: Before your journey begins, you'll complete a preference sheet, and you'll also have a pre-charter conversation with our crew. This invaluable input allows us to create custom menus and itineraries, perfectly aligned with your wishes.

    Real-Time Adjustments: Nature can be unpredictable, and so can your daily preferences. Our itineraries are designed to be flexible; they can change as swiftly as the weather or your mood. Your charter experience evolves to suit your evolving desires.

  • Absolutely! We're thrilled to provide you with the chance to get hands-on experience and become the captains of your own adventure.

    We take pride in offering our guests the unique opportunity to learn the ropes of sailing or operating the boat, transforming you and your group into Junior Captains. Our experienced crew is more than happy to guide you through the intricacies of sailing and navigation, making sure you feel confident and comfortable at the helm. This isn't just a journey; it's an opportunity for you to actively participate in the magic of the sea, enhancing your charter experience and creating unforgettable memories. So, if you have ever dreamt of navigating the waters, now is your chance to make that dream a reality!

  • Of course! Our charters are mostly design for older kids and adults to enjoy, but please feel free to inquire if you will be boarding with children under 5 and we can accommodate!

  • Yes, of course! They will be there 24/7 to cater to anything you need. They have their own crew quarters and can adhere to any privacy requests you have. This is beneficial, not only for your overall vacation experience but for your safety as well.

  • Charters are typically 7 nights (8 days), noon boarding to noon disembarkation. Please enquire if you need other arrangements and we will do our best to adhere to your travel schedule.

    While a 7-night charter provides an excellent experience, if you have the flexibility in your budget, we highly recommend considering a 10-night charter for an even more luxurious and immersive experience. This extended duration allows you to slow down the pace a bit and spend more time in each anchorage, enhancing the overall quality of your voyage. A 10-night charter is the ultimate choice for guests seeking a little extra in their luxury experience!

  • Onboard Connectivity & Entertainment

    You're in for a well-connected and entertaining experience while aboard Valentina. We've equipped the vessel with a cutting-edge Starlink High-Performance Marine receiver and maintain a Mobile Priority Global Coverage plan boasting a generous 1TB data allowance each month. This means you can freely use as much data as you desire, whether we're cruising or anchored.

    To further elevate your enjoyment, Valentina is outfitted with a top-of-the-line Fusion sound system fully integrated with Starlink. Feel free to bring your favorite music along for the charter. If you have specific playlists in mind, we recommend downloading them in advance to ensure uninterrupted entertainment for everyone on board.

    And for those beachside adventures, our sizable JBL speaker is at your disposal. So let the music fill the air as you share the joy with friends and family on your preferred social media platforms, thanks to Starlink's dependable connectivity. Your online and entertainment needs are well taken care of throughout your journey with us.

  • You will have your own cabins with private en-suite bathrooms (heads, as we call them on board). Each cabin can accommodate up to two guests. Valentina comes fully equipped with AC in all interior spaces. Each cabin has its own thermostat control and electric fan, electrical outlets, lighting controls, Fusion sound system, and television. All heads have full hot water showers, electric flush freshwater toilets, sinks, and vanity and storage cabinets. All cabins have a closet and storage drawers. Valentia is equipped with two water-makers, two ice-makers, three beverage refrigerators, a full residential-sized refrigerator/freezer, a dishwasher, a laundry machine, an espresso maker, and much more. We are truly outfitted with every modern convenience and comfort available.

    Additionally, we have a larger flat screen TV in the salon for family movie nights and a sound system with light-up speakers that will knock your socks off! For some quiet downtime, we have a selection of interesting books and fun board/table games to choose from.

  • We provide ample island-living supplies, including environmentally safe SPF 50 sunscreen, but if you prefer to bring your own it must be the lotion type and be reef-safe. Please do not bring spray-on sunscreen or Coppertone products as they will yellow the deck of the boat and make it very slippery. We prohibit the use of these products on our vessels due to the damage they cause. Also, avoid sunscreen with self-tanner or bronzer as those will stain fabrics and damage the boat as well. In the USVI, there is a ban on sunscreens containing the Toxic O’s that damage reefs.

  • Packing for your Charter

    As seasoned sailors, we recommend traveling light for maximum enjoyment. Opt for a soft-sided duffel bag instead of cumbersome hard luggage, as it's easier to stow and will ensure a more comfortable experience. Below is a sample packing list to assist you:

    -Four to five shirts

    -Four to five shorts or dresses

    -Three or four swimsuits

    -Beach cover-ups - the Caribbean sun can be deceptive. Don’t get burned!

    -Two pairs of shoes: a pair of flip flops and, either a pair of hiking shoes, tennis shoes, or water shoes (whatever you prefer to walk in if you are planning on doing some of the beautiful hikes ashore). Remember you will be spending most of your vacation barefoot :)

    -Phone or camera and charger (we have travel adapters on board if needed)

    -Hat and sunglasses

    -Seasickness remedies, if anyone in your party is prone to this ailment

    -Cash for purchasing souvenirs, cocktails on shore, etc. We will most likely not be passing any ATMs once we are on charter. We recommend obtaining Eastern Caribbean Dollars at the marina ATM if possible. Most locals will accept USD but ECD is easier and will give you better value.

    -Passports

    -Personal cosmetic and toiletry items

    -An easy-going, fun, and adventurous attitude! :)

  • -Water bottles - we provide a stainless steal Sailing Valentina water bottle for each guest, and they will be labeled with your names on them when you board!

    -Stainless steal Sailing Valentina insulated beverage cups are also provided and work great for keeping coffee hot and cocktails cold!

    -Snorkel gear - we have fins, masks and snorkels on board. We recommend that you bring your own mask and snorkel if you have them, as this tends to be the best fitting gear.

    -Sunscreen, especially no aerosols or sprays. We provide reef-safe and environmentally friendly sunscreen in SPF 50 that you are free to use. If you do prefer to bring your own, please consider a sunscreen with mineral ingredients (titanium dioxide and zinc oxide) which are less harmful to corals and reef life.

    -Hair Dryer- we have a hair dryer available in each cabin that is compatible with our electrical system.

    -Bath & Beach Towels - we provide both for each guest. We will supply a fresh set of towels mid-charter.

    -Soap, shampoo & conditioner are provided in each shower. Some guests prefer to bring their own which is totally up to you. Whatever you decide to pack, be sure to bring along all of the items that are going to make sure you are comfortable.

  • Our rates are all-inclusive. Taxes, re-location fees (conditions apply), cruising permits, licenses, standard onboard supplies, and food and beverage as specified in the charter agreement and on our menus are all included in our rates.

  • -Flights, hotels, and ground transportation are not included, BUT, we have an excellent travel partner that can help with this free of charge.

    -Food and drinks away from the boat are not included.

    -Crew gratuity of 15-20% is customary, not included, and at charterer’s discretion. Gratuity should be given to the captain at the end of the charter.

  • You could. It is recommended that if you are unsure, or if you have a tendency to get motion sickness, you bring a preventative medication like Dramamine or Scopolamine patches. Ginger chews work great too!

  • On Valentina, we stand out for a multitude of reasons:

    Full-Time Ownership and Operation: We are not just yacht operators; we are passionate, full-time live-aboard owners. This means we are deeply invested in every aspect of our vessel, ensuring it's in impeccable condition and ready to offer an extraordinary experience.

    Guest-Centric Approach: Your satisfaction is our priority. We take immense pride in how we treat our guests, providing exceptional service and genuine hospitality to make your journey unforgettable.

    Local Expertise: Living aboard allows us to intimately know the hidden gems, local personalities, and unique customs of each island we visit. Our first-hand experiences enrich your voyage by introducing you to authentic local culture. Additionally, we are proud to have personally sailed to every island and anchorage in every one of our itineraries. There is no guess work aboard Valentina. We know exactly where to go and what to do everywhere we visit. Every anchorage and beach has been personally vetted by our crew.

    Attention to Detail: We're known for our meticulous attention to detail, reflecting an elevated sense of taste in both our yacht and the experiences we offer. From the aesthetics of our vessel to the quality of service, we ensure an extraordinary voyage.

  • What water toys don’t we have? We have two giant towing tubes, two different floating islands, a professional beach volleyball set (we love a good volleyball game!), 3 SUP, 2 kayaks, kids' beach toys, lots of snorkeling gear, a giant beach tent canopy, a portable electric cooler, a beach speaker, Go Pro, drone, mermaid tails, two wakeboards, a wing foil, and a Sea Bob!

    We also have 2 fishing rods and large selection of lures.

    Also, as part of our service, we will take Go Pro and drone footage and save it all to an SD card that guests take home with them along with branded water bottles, drink cups, hats, pens, and tank tops or T-shirts.

  • When it comes to cooking, we cater to the unique tastes and preferences of each group. While our personal culinary styles lean toward the Mediterranean, favoring low-carb, high-protein dishes rich in vegetables and lean meats like chicken and fish, we also understand the universal love for indulgent treats. Yes, we adore french fries, pizza, waffles, and ice cream just as much as the next person! So, rest assured, we're here to create a dining experience that delights your taste buds, no matter your culinary inclinations.

  • We understand this can be a sensitive issue and we want to accommodate however we can.

    We are able to accommodate some dietary restrictions depending on what they are and which islands we are visiting. Please scheudle a call and discuss your needs with Chef Gustavo.

  • Contract and Booking Process Overview

    1. Once your charter dates and cruising area are determined, Valentina is placed on a working hold for your group, with this hold being valid for two weeks. This timeframe allows you to execute the charter agreement and transfer the charter deposit into escrow.

    2. The Charter Yacht Brokers Association Inclusive Charter Agreement, detailing all charter terms, is electronically drafted, and signed by all parties. Upon signing the agreement, a 25% charter fee deposit is due, to be wire-transferred into the charter escrow account. These funds are managed according to the charter agreement terms.

    3. Six months prior to the charter an additional 25% deposit is due, to be wire-transferred into the charter escrow account.

    4. At 60 days prior to the charter, guest preference sheets are sent to all guests for completion. This information is critical for the crew so we can best serve all guests according to their individual needs or preferences.

    5. 30 days before the charter, the remaining 50% balance is due via bank wire transfer into the charter escrow account. Once funds are received, welcome letters are sent to guests by the crew, and preference sheets are requested back, if not already submitted. Also at this time, Captain Ryan conducts a phone call with the primary guest to discuss the itinerary, menu, and address any pending changes or unaddressed needs or preferences.

    6. In the week leading up to the charter, Captain Ryan reconfirms all details with the primary guest and coordinates ground transportation from the airport to the marina.

    7. On the day of the charter, Captain Ryan remains in constant contact with the primary guest to facilitate the arrival of all guests and provide a warm welcome aboard Valentina.

  • Our dedicated crew is committed to ensuring your utmost comfort, enjoyment, and safety during your time aboard Valentina. Captain Ryan is at the helm, overseeing all aspects of your journey. He holds the necessary qualifications to legally operate Valentina within our cruising areas.

    Captain Ryan's foremost responsibility is the safety of Valentina and all those on board, including both passengers and animals. In the event of unexpected circumstances (Force Majeure) or any safety concerns, he wields absolute authority to make vital decisions. These decisions can pertain to various aspects of your charter experience, such as anchoring, sailing routes, the use of water toys and equipment, and addressing any health hazards that may affect the well-being of everyone on board.

    It is crucial to respect Captain Ryan's decision-making authority in these matters, as his experience and expertise are paramount to ensuring a secure and enjoyable voyage. Guests and crew members are expected to adhere to his directives at all times while on board Valentina.

  • On Valentina, we cherish the diversity of our guests and embrace all types of individuals. However, it's particularly delightful to welcome guests who are friendly, positive, and open-minded. Good, relaxed vibes make for a good charter.

    A Note on Respect:

    We firmly believe that a harmonious atmosphere is the cornerstone of an exceptional charter experience. On Valentina, we're dedicated to cultivating an environment of inclusivity, open-mindedness, and mutual respect.

    We extend a warm welcome to all types of families. Our journey transcends borders and cultures, making it crucial to celebrate diversity and kindness throughout our adventure.

    As owner-operators, Valentina is not just a charter yacht; it's our full-time home and business. During your stay, we kindly ask that you treat our space with the same care and respect you would offer to a dear friend's home. While we don't operate as a hotel, we are committed to providing you with excellent service and unforgettable dining experiences during your charter.

  • The most rewarding aspect of our charter adventures is the opportunity to share our wealth of knowledge and experiences with our guests. There's nothing quite like witnessing the look of sheer wonder on someone's face as they encounter something extraordinary and new for the very first time during their charter. Whether it's the joy of spotting turtles or dolphins, savoring a novel culinary delight or beverage, or simply basking in the beauty of a breathtaking sunset – these moments of discovery and delight are what make our charters truly special.

  • We value transparency and clarity in all aspects of our charters. If you find yourself with additional questions, we encourage you to schedule a brief video call with Captain Ryan. He will be happy to fully address all your questions and concerns. Please use the Contact Us form below to inquire about scheduling a video call.

 FAQs

Let’s Get Underway!

Drop us a line and let fair winds carry your message to us. We'll catch it with a buoyant sigh of anticipation on our shimmering Caribbean waters. Don't worry, we'll swiftly respond with all the information you need to embark on the sailing adventure of a lifetime. So grab your virtual pen and set sail on the electronic waves of communication. Ahoy!

Experience the magic of Sailing Valentina

Embark on a journey of adventure and relaxation as you sail with Sailing Valentina, a premier owner/operator sailing catamaran charter in the Caribbean. Our experienced crew will guide you through crystal clear waters, picturesque islands, and secluded coves, as you create memories to last a lifetime.