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Caribbean & BVI Yacht Charters

Leave the daily grind behind as you cast off to delight in the turquoise playground of the Caribbean.  With a trusted Captain to safely navigate your private yacht and a dedicated Chef to prepare gourmet meals aboard, you’ll have more time to soak up some rays, swim in the tranquil blue waters, bury your toes in the powdery white sand and enjoy sailing to a different island each day.   The Island Life has something for everyone!

Search Caribbean & BVI Yacht Charters

Types of Yacht Charter Vacations

mom & children sailing BVI on crewed BVI catamaran charter


Share quality time together with adventure & relaxation.

Couples & Friends Charters
Share quality time with family and enjoy the relaxation of a crewed charter. Water sports, shore-side activities, and time to chill – all inclusive charters offer a well deserved break from the hectic pace back home.

Caribbean sailing vacations & Virgin Island yachts for charter

Couples & Friends

Sunshine and Tan Lines make a vacation of a lifetime.

Couples & Friends Charters
Unwind from the mainland grind on a vacation of a lifetime with a group of your friends or couples. Laughter, food, and refreshing beverages are abundant in paradise!

bareboat charter bvi yacht charters for bareboat chartering


Life is better down where it’s wetter.

Dive Charters
Explore the island life from deep below the big blue with crewed charters offering scuba diving right from your yacht. Not yet certified, inquire on dive courses or options for obtaining a certification while on vacation.

Tandem and Corporate Yacht Charters in the Caribbean & US Virgin Islands

Tandem & Corporate

Double the fun with multiple yachts

Tandem & Corporate Charters
Large groups of family or friends? Looking for a corporate retreat for team building or incentive travel? We can match multiple yachts and crews to accommodate your group.

Romantic couple on honeymoon yacht charter in the BVIs near Tortola and Virgin Gorda


Secluded beaches & private dining

Honeymoon & Romance Charters
Honeymoons, anniversaries and special occasions deserve to be celebrated. Enjoy quiet anchorages, sunset cocktails and walks on the beach with a private yacht and crew. Thinking of getting married? We’ve got a wedding officiant on staff!

bareboat rent charter for sailing BVI and Caribbean


Captain your own Yacht in Paradise

Bareboat Charters
Lead your own island life adventure! We have access to hundreds of bareboat charter yachts throughout the Caribbean and can save you tons of time and help you find the best match.

Affordable Caribbean Yacht Charters

Once considered an indulgence of the rich and famous, Island Life Charters is on a mission to share chartering with couples, families, and groups seeking to explore the Caribbean the way it was meant to be enjoyed. Therefore, whether you’re a seasoned sailor looking to venture beyond your home lake or you’ve never sailed before, all-inclusive crewed yacht chartering is surprisingly affordable. From the time you cast off, your crew will provide for your wants and needs. Fancy a freshly brewed coffee on the front deck as you watch the morning rays dance on the water? Prefer a day packed with snorkeling and exploring ashore? Wishing for 5-star dining without the 5-star reservation headache? Most of all, crewed BVI yacht charters take the stress out of vacationing. An experienced captain familiar with the local anchorages – some of which are only accessible by boat – means you get to see coves and beaches that aren’t even in tourist guidebooks. Enjoy board games, movies, and water sports while your personal chef prepares gourmet meals. BVI sailing charters give you more time to relax, play and escape to the Island Life!

Crewed Yacht Options

Don’t Just Take Our Word For It. Hear From Island Lifers:

“Feel the Magic” definitely lived up to its name. We were blown away by the beauty of the islands and the waters. But mostly we were in awe of the Magic of Hank and Micheale. With Hank’s amazing skills at the Helm and Micheale’s seemly effortless ability to serve up delicious meals, truly met every need we had. Truly an unforgettable trip. Thanks for all the great Memories.

Conway Family

What an incredible week! You both made our trip special for our entire family. So many great memories – incredible meals, beautiful spots, fun sails, snorkeling, great Caribbean cocktails and service with a smile 24-7. You truly made the trip one our family will always remember & cherish. 

Hoine Family

Captain Steve and Admiral Janet spared no expense, time, and effort in making sure we had a memorable 25th wedding anniversary trip to include a surprise bottle of champagne on the night of our anniversary… You know it’s a good time when you walk away from a trip with insider jokes with the hosts and trip sayings and whatnot. We had a ball and laughed our asses off. We will definitely be doing this again.

Kris & Rich


British Virigin Islands (BVIs)

U.S. Virgin Islands

The Bahamas

Grenadines St. Vincent Grenada

Destination Spotlight: British Virgin Islands (BVIs)

Known as “Nature’s Little Secret” the British Virgin Islands is a world renowned playground for sailing, diving and charter vacations.  The protected waters offer smoother boating and the islands’ close proximity to each other are ideal for island hopping.  

Special Offers

Starting at $285 / night / person

All Inclusive Crewed Sailboat Charters Include:

Life onboard your own private luxury boat

A captain to navigate you through paradise

A chef to prepare gourmet meals

Provisions, including beverages for your trip

An arsenal of onboard water toys

Endless adventures and unrestricted access to the world’s best beaches

All-Inclusive Charter Specials

See All Special Offers


67 feet of luxury offering 4 guest cabins for up to 8 passengers.”Romantic getaway for two” 10% discount of the 2 pax rate + a complimentary Resort course dive for two or a couples massage in a spa.  12/16/2017 – 04/30/2018 – except holidays
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White House

With a spacious deck and lounge and 4 guest cabins, White House has plenty of room for fun and relaxation for up groups and families of 6. Save $1000 on charters taken November 2017 – January 2018 (except holidays)
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56 feet of luxury with 4 guest cabins welcoming up to 8 guests.  Altesse offers 2 complimentary dives for 4 guests (incl. equipment). Take 10% off charters taken 10/19/2017 – 11/02/2017 – except holidays
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Contact Us

Want to experience the Island Life? Our sailing charter specialists have got you covered.

Wild, exotic, remote, untouched and tranquil – discover over 25 incredible sailing destinations. Caribbean & BVI Yacht Charters afford a unique opportunity to experience spectacular scenery, colonial history and flavorful foods. Whether your priority is chilling out on a fabulously deserted white sand beach, fishing the bountiful game, or socializing at a local watering hole, Island Life Charters has the perfect Caribbean sailing vacation for you. Come and escape to the Islands!

Call Us: 833-500-1794

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