Your Perfect Yacht Charter Vacation Starts Here

If your idea of the perfect yacht charter vacation is maximum comfort and relaxation, make your selection from our Featured Yachts. Our exceptional yachts match excellent sailing performance with luxurious comfort. So, pack your swimwear and sunglasses, sit back, relax, and enjoy….the hardest decision you will make is where to spend your day.

iYachtClub has searched the world of crewed yacht charters to find the perfect combination of crews and yachts to deliver our Featured Yachts selection. You can search this page for the perfect crewed yacht charter and “book it” direct. It’s simple. Scroll through the list of yachts above, choose a category, and start looking! If you have questions just give us a call!

You can call or email us to discuss any of these yachts or the details of a Caribbean yacht charter. We love to talk about yacht charters and this amazing destination!

For a preview of a typical charter yacht vacation, take a look at these great videos!

AlladorA From Iyachtclub

AlladorA Crewed Yacht Charters

S/V Alladora, a Lipari 41′ satisfies both adventure seekers and novice charterers. Comfortably sleeping 6 passengers in 3 Queen Cabins, Alladora will soon become their home away from home. Her guests will find ample space to lounge in many areas including the cockpit, salon, foredeck, and trampolines fitted with four pillows for resting their head.…

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Sea Dragon

Caribbean Yacht Charters Aboard Sea Dragon

Nothing says luxury vacation like a new Fountaine Pajot Saba 50. S/V Sea Dragon is the perfect blend of style, class, comfort, and adventure. Featuring a flybridge with ample space to lounge and sunbathe as well as two cushioned seating areas on the foredeck, guests will never be more relaxed. The expansive cockpit includes sun shades…

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Discover Amazing Caribbean Sailing Vacations Aboard Nana

Visit the BVI our latest yacht ‘Nana’ Sailing Catamaran Nana offers a unique set-up to 6 passengers with 3 spacious Queen Cabins. At 50 feet, this vessel caters to families as well as groups of couples looking for a bright, comfortable, and luxurious excursion through the Caribbean Islands. With plenty lounging space, water toys, and…

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Get ASA certifications - Learn to Sail Caribbean sailing vacations | iYachtClub

Sail Pending – Affordable Caribbean Sailing Vacations

Sail Pending

Caribbean Sailing Vacations – Learn to Sail Have fun while you learn to sail in the US and British Virgin Islands during a Caribbean sailing vacation aboard Sail Pending. Enjoy the modern comforts of a catamaran during your learn to sail charter experience. Sail Pending, a Lipari 41’, can also be booked as an affordable charter…

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BVI crewed yacht charters. Modern luxury aboard Mariann | iYachtClub

BVI Crewed Yacht Charters – Modern Luxury Aboard MariAnn


The pristine beaches, crystal clear waters and spectacular islands and cays of the British Virgin Islands (BVI) are best explored at your own pace aboard a crewed yacht charter. Catamaran MariAnn is the very latest Saba 50, fresh from the Fountaine Pajot shipyard in France. MariAnn offers exceptional, high-end living accommodations aboard with modern design…

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Book Amazing Grace for amazing Caribbean sailing vacations | iYachtClub

Catamaran Amazing Grace – Caribbean Sailing Vacations With Diving

Amazing Grace

Amazing Grace is a safe, spacious and solid sailing yacht with all the superior quality finishes ideal for a charter. This Majestic 530, offers onboard diving and plenty of room for sunbathing, fishing and lounging on the ample exterior decks. Amazing Grace boasts a spacious and comfortable cockpit area, perfect for entertaining guests. Amazing Grace takes…

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Book Spray - BVI best crewed catamaran charters | iYachtClub

Cruise the BVI Aboard Catamaran Spray | Best Caribbean Crewed Yacht Charters


Catamaran Spray True comfort cruising is why Spray and the Helia 44 is chosen for the best crewed yacht charters in the BVI. Helia means “sunshine” in Greek, and there are many design features that allow guests to really experience the magical Caribbean light aboard Spray. The large windows surrounding the main salon as well as the…

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Unforgettable! Caribbean sailing vacations aboard Island R&R | iYachtClub

Paradise Found- Caribbean Sailing Charters on Catamaran Island R&R

Island R&R

Welcome aboard Island R&R the newest Leopard 46 in the iYachtClub fleet, ideally suited for up to 6 charter guests to enjoy a catamaran sailing charter in the Caribbean in perfect comfort. Check out the transformation process this boat went through to become a luxury yacht charter! Island  R&R features 3 queen staterooms for guests,…

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Amazing BVI catamaran charters - book Vivo! | iYachtClub

Welcome Aboard Catamaran Vivo – Luxury Catamaran Charters


Vivo is ready to welcome guests aboard for a luxury sailing vacation that packs fun, adventure, relaxation and great food into every single day. The catamaran is a Fountaine Pajot built when these yachts were considered the ultimate in elegant yacht design. From the water, the boat’s 60 feet of waterline are truly sleek and beautiful…

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Set Sail with Avalanche. New England and BVI sailing charters. | iYachtClub

Luxury and Learning on Sail Yacht Avalanche– Offering ASA ‘Learn to Sail’ Instruction


  The latest addition to our BVI sailing charters fleet is Avalanche, an impressive monohull sailing yacht designed for ultimate comfort as well as performance. Visit the BVI or New England Aboard our latest yacht ‘Avalanche’ S/Y Avalanche is the ideal vessel to make your vacation a true sailing experience. At 60′, this yacht is…

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Sail Amazing Aliwe: Caribbean Yacht Charter Dream Vacations


Aliwe is the Newest Catamaran for Luxury Caribbean Yacht Charters Step aboard Aliwe and enter a world of complete Caribbean yacht charter luxury. This catamaran is the latest yacht out of the Royal Cape shipyard featuring all of the beautiful style and design elements that have made their Majestic series so popular with charter guests.…

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Book Karizma for amazing Caribbean sailing vacations! | iYachtClub

Discover Amazing Caribbean Sailing Vacations Aboard Karizma


Catamaran Karizma Catamaran Karizma is the newest arrival to the fleet of 53′ Royal Cape Catamarans bringing their state of the art luxury and performance to the Caribbean sailing vacation market. Captain Hylton and Chef Amy are Karizma’s  experienced crew who know how to show guests the hidden gems beyond the typical BVI sailing itinerary. Discover a…

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Sail Starlight - Caribbean best crewed sailing charters | iYachtClub

Crewed Sailing Charters Aboard Starlight


Starlight is a beautiful 58′ Beneteau sailing yacht. Accommodations for 6 guests are found in 3 cabins. Captain Toby and chef Will provide outstanding all-inclusive sailing charter vacations in the BVI and New England.

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Catatonic 500 - Sleek, modern design. Luxury Caribbean crewed yacht charters. | iYachtClub

Get Catatonic on Your Caribbean Crewed Yacht Charter – Scuba Diving Included!


Catatonic is well known for being one of the fastest cats in the Caribbean. But guests also love the spacious, modern interior, the flybridge, and the outstanding service of the crew. Diving is also offered on board for certified divers.

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Caribbean Yacht Charters Aboard Knot Anchored

Knot Anchored

Catamaran Knot Anchored is a 46′ Leopard catamaran outfitted with many playful amenities and decorative touches for unforgettable yacht charters. In the outdoor seating area guests will find beer and water taps, a bench freezer,seating for 8, and a fresh water rain shower for rinsing off after snorkeling. Crew Steve and Chrissy bring a great sense of humor and fun to their yacht charters while still delivering the amazing guest service that is the hallmark of an all inclusive crewed yacht charter experience!

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Explore Tortola and the BVI on a Timaiao bareboat vacation | iYachtClub

Sail Catamaran Timaiao – Tortola *Caribbean Bareboat Vacations*


Caribbean bareboat vacations are a great way to explore Tortola and the BVI while keeping within a limited budget. Captain Jaro makes it hassle-free as your guide and expert skipper aboard catamaran Timaiao. Looking for a bareboat for your next Tortola Caribbean vacation? Timaiao is ready to set sail with Captain Jaro aboard as your…

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Take the Leap! BVI Crewed Yacht Charters Aboard Nadiya


Nadiya, a 47 foot Leopard Catamaran, along with her amazing crew of Captain Colleen and Chef Matt, is one of the most popular crewed charter boats in the Caribbean. The Leopard 47 is built for speed and comfort and the experienced crew do a fantastic job showing off these amazing islands. Nadiya is equipped with everything you can imagine – even underwater lights!

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Learn to Sail or Just Charter-For-Less Aboard Mari’s Leonardo

Mari's Leonardo

Mari’s Leonardo is 44′ Fountaine Pajot, Orana catamaran, and is iYachtClub’s floating sailing school! She is the perfect charter yacht for guests looking for a value, captain-only Cariibbean yacht charter vacation or for “want-to-be cruisers” looking for ASA sailing certifications. Mari’s Leonardo is in impeccable condition, and Captain Steve is truly one of a kind – the perfect teacher and a wonderful host.

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Book Mango for BVI yacht charters! | iYachtClub

Families Choose Mango For DISCOUNT BVI Yacht Charters


Mango is passionate about creating a unique and memorable experience for their guests. They specialize in discount BVI charters that are all-inclusive and affordable for families. Exploring the Virgin Islands is what they do daily, and guests aboard Mango are guaranteed to experience the caribbean sailing vacation of their lives.

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Get On Board The Love Boat – Fun Crewed Yacht Charters in the BVI!

Love Boat

Love Boat’s Lagoon 440 design offers guests many places to be together or alone from the large and comfortable interior salon to the outdoor “party pit” of a cockpit with icemaker and bar and seating for 10, to the flybridge above the decks.

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Dream of Caribbean Sailing Vacations Aboard Sognare


Sognare, a 45 foot Leopard Catamaran, along with her amazing crew, is one of the most popular crewed charter boats in the Caribbean. The Leopard 45 is built for speed and comfort and the experienced crew do a fantastic job showing off these amazing islands.

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Cruise the Caribbean in style - crewed yacht charters on Delphine | iYachtClub

Delphine’s Caribbean Crewed Yacht Charters – Spacious Elegance


Delphine is a beautiful, fully-crewed 60′ cruising catamaran sailing the BVI’s. She is truly a luxury yacht offered at amazing all-inclusive prices. It is the perfect charter yacht for groups of friends, but the crew especially welcome families.

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#1 Crewed yacht charters - Bella Vita in the BVI! | iYachtClub

Discover the Beautiful Life in the BVI – Bella Vita Crewed Yacht Charters

Bella Vita

Bella Vita provides the ultimate sailing experience. She is a 2008 Leopard 46, completely remodeled in the summer of 2014. This amazing yacht has all of the amenities you could dream of. Your crew, Stephen and Rachel take care of all of your needs while you relax on your private, floating island.

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No Longer Featured Yachts