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 Choose
Sail Play Dine?
Preserved Land.
Open Water
The Perfect Experience for Your Group

Travel Together
Enjoy time on the water, explore new destinations, or simply unwind. Each day can be as active or relaxed as you choose.
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 families
Whats Included
Everything is taken care of so you can simply relax and enjoy the experience

How it Works
- 1Tell us about your trip
- 2We recommend the right yachts and plan everything
- 3You enjoy your vacation

Yachts We Recommend
The best crewed yachts carefully vetted by our team

Special Offer

Special Offer

Special Offer
What our Clients are Saying
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
Frequently Asked Questions
Absolutely! In fact, we recommend it. This type of vacation is typically booked 12-18 months in advance, especially when booking during school vacation (Spring Break) and holidays (Christmas and NYE).
Yes, you can! While most charter yacht pricing is based on a weeklong charter, some yachts offer daily rates, allowing you to customize the duration of your trip. However, please note that some yachts may apply a surcharge for charters shorter than 6 nights. The flexibility of charter durations varies by yacht. We’ll discuss your specific needs and give you recommendations.
The Caribbean is a great destination year-round. Temperatures range from around 79°F in December to March to around 84°F from May to October. Winds are slightly higher in winter, and rates may be higher during holiday weeks, particularly from Thanksgiving through Easter. Christmas and New Year's charters are often booked well in advance.
It's unlikely. The rates on Sail Play Dine are provided directly by the charter yacht management. We are promptly informed of any discounts or special offers. Our team at Sail Play Dine maintains strong relationships with all yacht agents. If you're looking for a better rate, contact us, and we'll work with the agents on your behalf to explore available options.
Crewed yacht charters range from $20,000 to $100,000 per week, depending on the yacht's size, age, and capacity. Fees may be all-inclusive or include additional running expenses and APA (Advanced Provisioning Allowance) for luxury motor yachts.
Start Planning Your Yacht Vacation
Tell us about your trip and we’ll help you create the perfect experience







