What does 'All Inclusive' mean?
All inclusive rates typically include: all your breakfasts, lunches, dinners, snacks and Standard Ship's Bar, which includes your alcoholic and non alcoholic beverages. Excluded are airport transfers costs, onshore excursions and tours, as well as any food or beverages purchased ashore. Although optional, crew gratuity is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean.
*Inclusions and exclusions vary by yacht, as each offers unique terms.
Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.
What does 'Plus Expenses' mean?
Included are the Yacht and its onboard equipment as well as the Captain, Chef and Crew’s services.Excluded are food and beverages, fuel for the yacht and its tender, any dockage, airport transfers costs, onshore excursions and tours, as well as any cruising permits, licenses and other charter related expenses. Crew gratuity, although optional is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean.
*Inclusions and exclusions vary by yacht, as each offers unique terms.
Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.
Why Sail Play Dine
What our Guests Say
Everything is taken care of so you can simply relax and enjoy the experience

This was one of the very best trips we’ve ever taken and by far the best vacation we’ve taken in the Caribbean. We have been to many islands and resorts over the last 30 years; all wonderful experiences, but pale in comparison to this vacation.
Kelly M.

Beatriz was great in assisting us to choose the right catamaran for 8 of us including two kids on relative short notice and very helpful In answering all kinds of question about the boat, the crew , contract and the possible route.Definitely recommend you use their expertise in choosing your boat and crew as I will also do the next time I do a charter in the islands.
Jorge Canellas

Fabiola took all the time I needed to choose the perfect yacht vacation for my friends and I for my special birthday. In the end, all of my needs were met and we had the vacation of a lifetime. She was extremely patient in explaining all the ins and outs and what to look for as I was choosing the perfect yacht and I so appreciate that. She also made all the paperwork and pre-vacation planning a breeze. Thank you Sail Play Dine Yacht Charters!
Esther Kuznetz
How it Works
- 1Tell us about your trip
- 2We match you with the perfect yacht and handle all the details
- 3You enjoy your vacation
The Perfect Experience for Your Group

Travel Together
Spend quality time with your group in a private setting, where every part of the trip is shared and designed around you.
Adventure and Relaxation
Enjoy time on the water, explore new destinations, or simply unwind. Each day can be as active or relaxed as you choose.


Moments That Bring You Together
From sunset drinks to shared meals, this experience creates space for connection and unforgettable memories.
Everything Handled
No logistics, no planning stress. Just show up and enjoy the experience with your group.

Everything included for
Friends & Groups
Whats Included
Everything is taken care of — from the moment you step aboard.

What Does a Private Yacht Vacation Cost?
Less than you might expect — and more value than almost anything else you’ll do.
Private yacht, professional crew, every meal cooked aboard, open bar, water toys, and an itinerary written for your group. The number sits next to a luxury resort's nightly rate — and the experience does not.
What's on board
per person · per night
all-inclusive
Compare a comparable suite at a five-star resort — typically $1,400–$2,200/night, before food, drinks, or anything to do.

Best Yachts for
Friends & Groups
The best crewed yachts carefully vetted by our team

Special Offer

Special Offer

Special Offer
This Experience is Perfect If...
Frequently Asked Questions
Your yacht, professional crew, all meals, open bar, and all water activities — everything taken care of.
Most of our yachts accommodate 2 to 8 guests. We’ll match you to the right size for your group.
None at all. Your professional crew handles everything — you just show up and enjoy.
Primarily in the British Virgin Islands and wider Caribbean, with Mediterranean destinations also available.
Our yachts start from $25,000 per week for the entire yacht — not per person. For a group of six, that’s around $600 per person per night, fully all-inclusive. We’ll share options that fit your group and budget when you reach out.
We recommend reaching out at least 3–6 months before your preferred dates. Popular seasons and peak weeks fill quickly.
Still have questions? Tell us about your trip and we’ll answer everything.
Start Planning Your
Group Getaway
Tell us about your group, your travel dates, and what kind of trip you have in mind. We’ll handle everything else.
We typically respond within a few hours. No commitment required.








