Award-Winning Pickleball Vacation February 20th - 26th, 2028
6-Night Caribbean Pickleball Vacation Onboard Royal Caribbean's Explorer Of The Seas
Fort Lauderdale, Florida
At Sea
George Town, Grand Cayman
Falmouth, Jamaica
At Sea
Perfect Day CocoCay—Royal Caribbean's Private Island
Fort Lauderdale, Florida
Four places to play in six nights: The Fort in Fort Lauderdale, onboard Explorer Of The Seas, an APP Tour venue in Grand Cayman and a court next to Scotchies in Jamaica. Perfect Day CocoCay starts with Pickleball onboard and ends with a relaxing afternoon on the island. Improve your game with Pro-Led Lessons, jump into Reserved Court Time, and play at handpicked local venues ashore. And the fun doesn't stop when you leave the court. Enjoy Nightly Group Dinners and social events with your new Pickleball friends, plus resort-style pools, incredible dining, live entertainment, ocean views, and everything else that makes a cruise vacation so unforgettable.
Arriving in Fort Lauderdale before the cruise? Join us for our optional Day 0, Pre-Cruise Offering!
Pricing Includes All Mandatory Taxes & Fees
Rooms And Pricing
We offer a variety of room types, including Interior, Oceanview Window, and Oceanview Balcony rooms, with options for both solo travelers and Guests sharing a room. Traveling as a couple or with a friend? Rooms can be arranged with either one bed or two separate beds. Select rooms can also accommodate three or four Guests traveling together. If you’re interested in a Suite, please give our Team a call so we can review available options and pricing with you.
Oceanview Balcony
Oceanview Balcony Rooms have two twin beds that convert to a Royal King, a private balcony, vanity area, a sitting area with sofa, and bathroom.
Total For Two Guests: $5,006.86
Price Includes All Mandatory Taxes & Fees
Total For One Guest (Solo Traveler): $3,482.52
Price Includes All Mandatory Taxes & Fees
Oceanview Window
Oceanview Window Rooms have two twin beds that convert to a Royal King, a sitting area with sofa, vanity area, a private bathroom and a large window.
Total For Two Guests: $4,522.26
Price Includes All Mandatory Taxes & Fees
Total For One Guest (Solo Traveler): $2,998.38
Price Includes All Mandatory Taxes & Fees
Interior
Interior Rooms have two twin beds that convert to a Royal King, a sitting area with sofa, vanity area, and a private bathroom.
Total For Two Guests: $4,322.72
Price Includes All Mandatory Taxes & Fees
Total For One Guest (Solo Traveler): $2,798.80
Price Includes All Mandatory Taxes & Fees
Suite
Looking for more room to relax? Suites offer generous living spaces—some with multiple bedrooms and bathrooms.
Please call 812-827-8473 for suite pricing and availability.
Pricing Based On Suite Type
Trip Highlights:
Set sail from Fort Lauderdale on a 6-night Caribbean adventure where incredible Pickleball, beautiful destinations, and great company come together. From world-class venues and exclusive court time to nightly gatherings and new friendships, every day brings something different both on and off the court.
Explorer Of The Seas: Your home away from home throughout the journey. Enjoy Open Play, organized sessions, and plenty of opportunities to improve your game with your Pickleball Pro while connecting with fellow Guests who share your passion for Pickleball. Beyond the courts, enjoy Nightly Group Dinners, themed events, Pickleball Seminars, live entertainment, pools, lounges, and everything that makes a cruise vacation so much fun.
Fort Lauderdale, Florida: Before the cruise even begins, take part in an Exclusive Local Pickleball Experience Ashore at The Fort—the official home of the APP Tour and one of the premier Pickleball destinations in the world. With 43 courts and an incredible atmosphere, it's the perfect place to meet fellow Guests, get warmed up, and kick off your Pickleball adventure before stepping onboard.
At Sea: Settle into vacation mode with a full day onboard Explorer Of The Seas. Enjoy organized Pickleball, Open Play, and instruction from your Pickleball Pro, join an off-court Pickleball Seminar, then relax by the pool, explore the ship, and enjoy great food and entertainment with your fellow Guests.
George Town, Grand Cayman: Experience the laid-back charm of Grand Cayman during an Exclusive Local Pickleball Experience Ashore at a facility that's hosted APP Tour events featuring some of the biggest names in the sport. Enjoy organized play, instruction from your Pickleball Pro, and the chance to connect with local players on the very same courts.
Falmouth, Jamaica: Take your game ashore for an Exclusive Local Pickleball Experience Ashore, at courts right next to Scotchies, famous for its Jamaican jerk chicken. Enjoy organized Pickleball with your fellow Guests while experiencing a completely new destination. With group transportation and the details handled by our Team, you can focus on playing, having fun, and enjoying your day in Jamaica.
At Sea: Another full day onboard to play Pickleball, take part in Pickleball Seminars and group activities, relax by the pool, and enjoy everything Explorer Of The Seas has to offer with your new friends.
Perfect Day CocoCay: Pickleball in the morning. Paradise in the afternoon. Start your day playing with the group onboard before stepping ashore at Royal Caribbean's private island destination. Spend the rest of your day relaxing on beautiful beaches, enjoying crystal-clear water, exploring the island's attractions, or simply soaking up the sunshine.
Daily Pickleball. Expert Instruction. Onboard AND Ashore—for an unforgettable Pickleball experience!
Explorer Of The Seas
When you step off the court, Explorer Of The Seas gives you plenty of ways to spend the rest of the day. Try the rock-climbing wall or the FlowRider surf simulator, catch a show at the ice-skating rink, or find a lounge chair by the pool and let the afternoon slip by.
The Royal Promenade runs through the heart of the ship with cafés, shops and lounges. Every evening starts with Nightly Group Dinners, followed by live shows, music and themed parties. If you'd rather slow down, the adults-only Solarium and the Vitality Spa are there whenever you need them.
It's everything you want from a cruise, so the hours between sessions are just as good as the hours on the court.
Frequently Asked Questions
What makes Pickleball At Sea Group Cruise different from other Pickleball vacations?
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.
What skill levels is this experience designed for? Will it be a good fit for me?
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.
How much Pickleball will I get to play during the trip?
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 Ashore at The Fort in Fort Lauderdale, widely considered the global epicenter of Pickleball, before you even board the ship. From there, you'll play ashore in George Town, Grand Cayman and in Falmouth, Jamaica. On your two sea days—and the morning of Perfect Day CocoCay—you'll also enjoy Open Play, lessons, and organized sessions right onboard.
That's four places to play over six 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.
And don't just take our word for it: in a recent Guest survey, nearly every Guest said there was far more Pickleball offered than they expected.
What's included in the price?
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 at The Fort in Fort Lauderdale, in George Town, Grand Cayman and in Falmouth, Jamaica—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.
Do I need a partner to participate?
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.
Can I bring someone who doesn’t play Pickleball?
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.
Do I need a passport?
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.
Still have questions?
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!
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Past Guest Testimonials
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"(Pickleball Pro) provided great instruction and was accessible for interaction throughout the trip. I loved having the opportunity to watch him play, and play with him a bit. He made it fun and positive for everyone, regardless of their level of play." - Past Guest, February 2026
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"More Pickleball than I was expecting. Loved it!" - Past Guest, February 2025
"Amazing experience! We already rebooked." - Past Guest, November 2024 -
"Traveled with a group of Pickleball friends, we had the best time! Thank you for everything!" - Past Guest, November 2024
"(Pickleball Pro was) Very personable, attentive, took the time to teach, to demonstrate to you what you were doing wrong in the lesson…highly qualified and professional. Related well with the players." - Past Guest, November 2025 -
"Activities were well planned out and executed. Instruction from an accomplished Pickleball Pro, and playing internationally, is an experience I'll never forget and hope to enjoy again!" - Past Guest, February 2026
"LOVED being able to play Pickleball on the ship and in port. Really unique experience!" - Past Guest, February 2024