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

Our charter experts will help you find the best yacht to meet your needs.
With firsthand knowledge of the crews, fleets and maintenance standards these unbiased recommendations are based on years of experience.
Our concierge service saves time, money and provides confidence that your vacation will be smooth sailing.
 

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"Some of us learned how to use the paddle board. We all enjoyed the snorkeling over the sunken ship and coral reefs. We saw spotted eagle rays, cuddle fish, enormous puffer fish, barracuda, moray eel and so much more.  Thank you all and thanks to Jim and Sherry (crew) for an unbelievable and unforgettable vacation!" 

J. Edwards
NADIYA Catamaran Charter
 

"We visited a new island every day and our trip consisted of: St. John, Norman Island, Cooper Island, Virgin Gorda (The Baths and Bitter End Yacht Club), Jost Van Dyke, and back to St. John. Each with absolutely breath-taking scenery, new fish and wildlife at each location, wonderful places to explore and shop, and nightlife almost everywhere!"

The Bailly Family
Blue Moon Catamaran Charter

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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

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

Let's find a vacation yacht for you!

Wake up to a new view everyday, explore above & under the sea. Adventure awaits! 

Be Pampered

Relax. Let your personal captain & chef  do all the driving, cooking & cleaning. 

All Inclusive

Gourmet meals based on your personal preferences with drinks & bar included.

On Island Time

No scheduled times -  enjoy every moment completely at your own pace.

New Anchorages Daily

Sailing Catamaran Crewed Yacht Charter
Power Catamaran Crewed Yacht Charter

Available Types of Vacation Yachts

Power Catamaran Crewed Yacht Charter
Power Catamaran Crewed Yacht Charter

Where every day is better than the day before!

Crewed Yacht Charter Vacations

Imagine spending a week on island time.

Feeling a warm breeze and making memories on your private yacht with crew!

Island hopping over the blue sea.

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

With firsthand knowledge of the most reputable crewed yachts, your Charter Expert will ensure the best yacht and crew to meet your group's requests.  

Best Yachts & Crews

Vacation Guarantee

If something unexpected happens to the yacht you book, VI Sailing takes responsibility to find a comparable yacht and will pay up to 20% of your original price towards the new yacht.

Concierge Service

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

3823 Turman Loop, Ste 102

Wesley Chapel, FL 33544 

Emily Mack

Carolyn Sweet

Ellen Stewart

Crewed Yacht Brokers

40 Years of Combined Experience!

Members of Crewed Yacht Broker Association