I wouldn't book a charter WITHOUT Virgin Island Sailing! Already planning #5.

Quite frankly our vacation on Lolalita did not meet our expectations. It surpassed them ! It was a home run...clearly knocked completely out of the ballpark. By day two we all were in love with the boat, the crew, the islands, the snorkeling and scuba, the food, the drinks, the service! Then it just kept getting better everyday!

Mike Stanfield
 LoLalita Charter Guest

Ron Martin Jr.
Awesome Video Maker  &
 5 time Bareboat Charterer

VISailing & their website were a big help for me. I will certainly use them & Joann again for my next charter. They made my trip a breeze to plan & it was great to have someone to call or message if I had any problems. Hurry and send me some deals for my next Trip!!!!!! :)

Thanks You all
Paul Santille

This was the first time on an experience like this for 5 of the 6 people on the trip. But 6 out of 6 kept repeating Erica’s words “BEST VACATION EVER!
 We will be back and we can’t wait to do it again!

Marty Cherry
 BVI Yacht Charter Guest

Crewed - Private
Yacht Charter 

Private Yacht Charter Vacation

All Inclusive

  • CREW: Captain & Chef Team, We Know The Crews and Recommend The Best Ones!
  • MENU: Completely Customized and Gourmet Based on Your Preferences - Not Only Delicious Meals, but Impressive Presentations, Bar and Drink Service Included.
  • ITINERARY: Personalized to your group! Will include sailing, snorkeling, relaxing, exploring ashore and certainly eating & drinking. And, the itinerary is flexible throughout your vacation! We'll help you choose the best destination to meet all your desires.
  • GUESTS: Entirely Private! Couples or Family, Milestone Birthdays, Celebrations or just plain Loving Life get special treatment.
  • WATER TOYS: Minimum is Snorkeling, Kayak or Stand Up Paddle Board. Many yachts also have motorized toys: wake board, water skis, Scuba Diving is an option.
  • PRICE: Varies according to location, yacht size, level of luxury and amenities.
  • EXTRA COSTS: Travel, Anything You Do Ashore, Gratuity 15% - 20% Recommended.

More About Crewed Charters
Bareboat Charter Vacation

Yacht Charter

More About Bareboat Charters

Drive It Yourself

  • CREW: You're the captain!
    Experience required on similar sized and powered vessels.
  • MENU: You're the chef on board, but there are plenty of opportunities to eat ashore at local restaurants. We'll walk you through the planning.
  • ITINERARY: Completely up to you!
    Whether you enjoy lots of sailing and water activities, bar hopping or quiet anchorages, every destination offers a wide variety of itinerary options. We'll send you a cruising guide book and sample itineraries in advance.
  • GUESTS: Entirely Private - Bring your friends, family or just your spouse! We don't help you choose who to bring, we just help pick the perfect yacht.
  • WATER TOYS: Snorkeling gear is typically included and other toys can be rented.
  • PRICE: Varies quite a lot depending on location and dates. Promotions & Discounts often offered.
  • EXTRA COSTS: Meals/beverages, yacht insurance ice, water, fuel, overnight moorings, customs fees, permits and taxes. We will show you the costs in a quote.

Worldwide Destinations
Lifetime Memories

If unforeseen circumstances force a charter company to cancel your reservation, VI Sailing takes the responsibility to find a comparable yacht and will pay up to 20% of your original price towards the new yacht. 

Vacation Guarantee

Concierge Service

Receive a complimentary cruising guide book and personalized Vacation Planner. Plus VI Sailing Concierge Team will ensure you're ready for a great vacation. 

Bareboat Charter at The Baths, Virgin Gorda BVI
Crewed Yacht Charter
Bareboat Charter Sandy Spit BVI

Crewed - Shared
Yacht Charter

Private Cabin Cruise Shared Yacht Vacation

Couples / Singles

  • CREW: Captain & Chef Team
    Rotating Professional Crews
  • MENU: Set Menu Considering Allergies  - Delicious Meals and Presentation. Some Bar and Drink Service Included
  • ITINERARY: Set Itinerary Including Most Popular Locations. There are several destinations to choose from throughout the Caribbean, Bahamas, Greece, Croatia, Thailand and Seychelles are a few.
  • GUESTS: Other Guests On Board, Typically all adults with similar interests.
  • WATER TOYS: Typically include Snorkeling Gear, Kayak or Stand Up Paddle Board. Rendezvous Diving is Possible.
  • PRICE: This is a great option to enjoy a luxury vacation at a fraction of the costs!  The price varies according to location and dates. Average is $3,500 - $4,500 / Couple.
  • EXTRA COSTS: Travel, Anything You Do Ashore, Some Beverages / Meals, Gratuity.

More About Shared Charters

3823 Turman Loop, Ste 102

Wesley Chapel, FL 33544   

Our Charter Experts will help you find the perfect yacht to meet your needs.
 With firsthand knowledge of the yachts, service level and maintenance standards these unbiased recommendations are based on years of experience.  For no additional fee, o
ur service saves you time, money and provides confidence that your vacation will be smooth sailing.

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Make Chartering a Breeze,
Book Your Vacation With VI Sailing!

Worldwide Locations
Lifetime Memories

The Most Extensive Selection of Yachts Around the Globe
 Brought to you by Virgin Island Sailing

The Most Extensive Selection of Yachts Around the Globe
Brought to you by Virgin Island Sailing

Speak With a Charter Expert Today:
 941-966-9387 | 800-382-9666


Joann Higgins

Kelly Plas

Melody Delgado

Bareboat Brokers

 Cabin Broker

Karimah Kenney

Emily Mack

Carolyn Sweet

Ellen Stewart

Crewed Yacht Brokers

Meet Our Brokers!

100 Years of Combined Experience!

Members of Crewed Yacht Broker Association