The Perfect Yacht Getaway for Friends

Your group, your pace, your private yacht — designed entirely around you.

Private yacht for your entire group

All-inclusive and completely stress-free

Adventure and relaxation combined

An ocean surrounded by nature with two yachts sailing

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

  • 1
    Tell us about your trip
  • 2
    We match you with the perfect yacht and handle all the details
  • 3
    You enjoy your vacation
A view from above of a blue ocean and a yacht

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.

Private yacht exclusively for your group
Professional captain and crew
All meals prepared onboard
Open bar and beverages
Snorkeling gear
Paddle boards and kayaks
Fishing gear
Floating water toys
Fuel and all operating expenses
Fully personalized itinerary

What Does a Private Yacht Vacation Cost?

Less than you might expect — and more value than almost anything else you’ll do.

Most of our yachts start from $25,000 per week for the entire boat — not per person. For a group of six, that's roughly $600 a head per night, fully all-inclusive.

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

01
Private yacht
02
Professional crew
03
All meals
04
Open bar
05
Private Water toys
06
Custom itinerary
Yacht, per week
$25,000
÷ guests
6
÷ nights
7
$595

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.

This Experience is Perfect If...

  • You’re planning a group trip and want something truly different
  • You want a private, shared experience — not a crowded resort or tour
  • Your group is between 4 and 8 people
  • You want the planning handled so everyone can just show up and enjoy

Frequently Asked Questions

What is included?

Your yacht, professional  crew, all meals, open bar, and all water activities — everything taken care of.

How many guests can join?

Most of our yachts accommodate 2 to 8 guests. We’ll match you to the right size for your group.

Do I need sailing experience?

None at all. Your professional crew handles everything — you just show up and enjoy.

Where do you operate?

Primarily in the British Virgin Islands and wider Caribbean, with Mediterranean destinations also available.

How much does it cost?

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.

How far in advance should I book?

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.

Start Planning  

We typically respond within a few hours. No commitment required.