Award-Winning Pickleball Vacation January 30th - February 6th, 2027

Everything. While many Pickleball vacations offer courts and instruction at a single destination, Pickleball At Sea Group Cruise is built entirely differently—and the difference is something our Guests feel from the very first day.

Every cruise features a dedicated Trip Leader who guides the group experience from start to finish—building community, bringing people together and making sure every single Guest feels included and part of something special. Combined with a small and intentionally intimate group size, this creates a warmth and camaraderie that simply cannot be replicated at a resort or on a standard cruise.

On the court, you play onboard AND ashore—at world-class facilities across the Caribbean and Bahamas, including on select cruises the very same top resorts and facilities that some land-based Pickleball vacation companies use as their sole destination. Off the court, exclusive Pickleball Seminars, our famous Photo and Video Scavenger Hunt, Pickleball Trivia nights, Nightly Group Dinners, our beloved 70s and 80s Dance Party and the incredible amenities of a Royal Caribbean cruise ship ensure the fun never stops.

And perhaps most surprisingly—all of this comes at a price that is significantly lower than comparable land-based Pickleball vacation alternatives. More Pickleball. More destinations. More memories. For less.

Learn more about the experience by visiting our Experience Overview page.

Pickleball At Sea Group Cruise is designed for Players of all skill levels. Whether you’re newer to the game or play regularly, sessions are structured and grouped by skill level so you can feel comfortable, improve your game, and enjoy your time on the courts. Shortly before departure, you’ll complete a brief survey to help us understand your experience level—this is reviewed by our Pickleball Pro and used alongside your play throughout the week to ensure you’re placed in the right sessions.

A lot! Pickleball is built into the experience from start to finish—both onboard and ashore.

You'll start things off with an Exclusive Local Pickleball Experience in New Orleans before you even board the ship. From there, you'll play ashore in Falmouth, Jamaica; George Town, Grand Cayman; and Cozumel, Mexico—three completely different Pickleball experiences in three unique destinations. On sea days, you'll also enjoy Open Play, lessons, and organized sessions right onboard.

That's five places to play over seven nights, counting the ship—delivering an incredible variety of experiences both on and off the court from the first serve to the final paddle tap.

The price you see covers both your Royal Caribbean cruise fare and your complete Pickleball At Sea Group Cruise experience, with all mandatory taxes and fees included.

That includes your room, onboard dining and entertainment, reserved court time, Pro-Led lessons, Open Play, organized Pickleball sessions, group activities, Nightly Group Dinners, and our Exclusive Local Pickleball Experiences Ashore in New Orleans, Falmouth, George Town and Cozumel—with group transportation included.

What’s not included? Transportation to the cruise, travel insurance, alcohol, spa treatments, shopping, and other personal purchases.

No surprise fees from us. No required upgrades. Most of our Guests spend nothing additional with us beyond the price shown. Just one price for your cruise and your complete Pickleball vacation—at sea AND ashore.

Not at all. Many of our Guests travel solo or without a set partner. Play is organized for you, with rotations and groupings that make it easy to meet others and get on the court right away. You’ll always have people to play with throughout the week.

Absolutely. Many of our Guests travel with a spouse, friend, or family member who doesn’t play Pickleball—and they quickly become part of the experience in their own way.

This is much more than time on the courts. It’s a full group experience, with great food, social events, shared moments, and beautiful destinations. Non-playing Guests are welcome to be part of that from the very beginning—and many connect with others in the group, even if they never pick up a paddle.

We also think about them during our Exclusive Local Pickleball Experiences Ashore. Transportation is included for them as well, and in many cases they can enjoy the destination in other ways, whether that means relaxing at a nearby beach, exploring a shopping area, or simply taking in the local experience while the group is on the courts.

So yes—bring them. Even if Pickleball isn’t their thing, there’s still so much here for them to enjoy.

A passport isn't required for every Guest, but we strongly recommend traveling with one. It's the simplest way to board, and it gives you the most flexibility if your travel plans change along the way.

If you don't have a passport, you may still be able to sail with other approved travel documents. Call us at 812-827-8473 or send us a message and we'll tell you exactly what you need.

Each Guest is responsible for having the proper documents on sailing day, so we suggest checking well before your cruise.

Give us a call at 812-827-8473, send us a message, or email us anytime at Fun@EscapeGroupCruises.com—our team is happy to walk you through the experience and answer any questions. You can also visit our expanded Frequently Asked Questions section for more details. We can’t wait to “sea” you onboard—paddles up!