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.
Your Most Memorable Trip Yet
A private, intimate experience designed around you and your celebration.
Completely private luxury experience
Perfect for anniversaries, birthdays, and special occasions
Every detail personally arranged for you
Why Sail Play Dine
- Curated selection of top crewed yachts
- Independent recommendations based on your trip
- Personalized planning from start to finish
- Access to the best destinations in the Caribbean and Mediterranean
- Dedicated planning support from first inquiry to departure
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
A Private Experience for Special Moments
A True Escape
Secluded bays, golden-hour anchorages, and complete privacy. Time to slow down and simply be together.
Celebrate Something Meaningful
Whether it’s an anniversary, birthday, or a special occasion, every detail is arranged around your celebration.
Unforgettable Settings
From beautiful coastlines to peaceful bays, every moment feels elevated and deeply memorable.
Simple, Seamless Experience
Everything is quietly taken care of, so your only focus is enjoying every moment together.
Everything included for
Couples Celebrations
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
Couples Celebrations
The best crewed yachts carefully vetted by our team
Special Offer
Plus Expenses
Plus Expenses Charters generally don't include food and beverages as well as fuel for the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.
All Inclusive
All Inclusive Charters typically include food and beverages you consume in the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.
Special Offer
Plus Expenses
Plus Expenses Charters generally don't include food and beverages as well as fuel for the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.
All Inclusive
All Inclusive Charters typically include food and beverages you consume in the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.
Special Offer
Plus Expenses
Plus Expenses Charters generally don't include food and beverages as well as fuel for the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.
All Inclusive
All Inclusive Charters typically include food and beverages you consume in the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.
This Experience is Perfect If...
- You’re celebrating an anniversary, birthday, or special occasion
- You want complete privacy and a genuinely personalized experience
- You’re looking for something far beyond a hotel or resort stay
- You want every detail handled without lifting a finger
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
Perfect Escape
Tell us about your celebration, your travel dates, and how you’d like to spend your time. We’ll design something truly special.
We typically respond within a few hours. No commitment required.
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