Frequently Asked Questions About Your Pickleball Vacation

Pickleball At Sea Group Cruise is the ultimate Pickleball vacation experience—voted Best Pickleball Cruise Vacation by Pickleheads, the world's largest Pickleball community. We combine world-class Pickleball programming with the adventure of sailing aboard Royal Caribbean cruise ships to stunning destinations across the Caribbean, Bahamas, and Mexican Riviera.

Every cruise features daily instruction and open play led by our renowned Pickleball Pro, exclusive group court time, exclusive local Pickleball experiences ashore at world-class facilities, Pickleball Seminars, legendary group events, and a dedicated Trip Leader who brings the entire experience together from the first day to the last. With a small and intentionally intimate group size, every Guest enjoys a personal and connected experience unlike anything else available in the world of Pickleball travel.

Whether you're a complete beginner or an experienced competitive player—Pickleball At Sea Group Cruise is your Pickleball vacation.

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

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.

Everything you need for the ultimate Pickleball vacation is included—and then some.

Every Pickleball At Sea Group Cruise includes daily instruction and open play led by our renowned Pickleball Pro, exclusive group court time onboard, at least one exclusive local Pickleball experience ashore at a world class facility, exclusive Pickleball Seminars covering strategy, equipment, history and more, a dedicated Trip Leader who guides the entire experience from start to finish, nightly group dinners, our famous Photo and Video Scavenger Hunt and a variety of exclusive group activities, events and offerings unique to every Pickleball At Sea Group Cruise—and a commemorative gift bundle to remember your trip by.

And beyond the Pickleball? Your cruise fare also covers all onboard meals throughout the entire sailing—breakfast, lunch and dinner across a wide selection of incredible restaurants. Add to that your onboard accommodations, access to pools, hot tubs, fitness centers, Broadway-style shows, comedy clubs, live music, and some of the most spectacular entertainment at sea—and you begin to understand why so many of our Guests say this is the best vacation value they've ever experienced.

The only extras are items of a personal nature, such as alcohol, specialty dining, WiFi, gambling, spa treatments, airfare, transportation to and from the cruise, and gratuities.

When you add it all up—world-class Pickleball, multiple destinations, all onboard meals, incredible entertainment, and a community of fellow enthusiasts who quickly become lifelong friends—Pickleball At Sea Group Cruise doesn't just deliver value. It redefines it.

Items of a personal nature are not included—such as alcohol, specialty dining, WiFi, gambling, spa treatments and gratuities. Airfare and transportation to and from your departure port are also not included, as are any pre or post cruise hotel stays you may choose to add to your trip.

Trip insurance is not included but is strongly recommended and can be added to your reservation during Step 2 of our booking process.

If you have any specific questions about inclusions or anything else related to your Pickleball vacation, our team is always happy to help. Call us at 812-827-8473 or click here to get in touch.

Pickleball At Sea Group Cruise offers exceptional value—with pricing starting well below comparable Pickleball vacation alternatives. Most sailings start at around $1,500 per person, with pricing varying based on the itinerary, duration and stateroom type you select. And when you consider everything that's included—all onboard meals, world-class Pickleball programming, exclusive ashore experiences, a dedicated Trip Leader, and the incredible amenities of a Royal Caribbean cruise ship—the value is simply unmatched in the world of Pickleball travel.

Booking is simple and straightforward. A non-refundable Experience Deposit secures your spot, followed by your Stateroom Deposit during Step 2 of our easy 3-step booking process. From there, additional payments can be made at any time before your final payment date—and monthly payment plans are available by request, making it even easier to make your Pickleball vacation a reality.

Spots are limited on every sailing and they fill up fast—so we always encourage Guests to reserve early. Click here to view all available dates and pricing, or call us directly at 812-827-8473 and we'll be happy to help you find the perfect sailing.

Absolutely—and this is one of our favorite questions to answer. Pickleball At Sea Group Cruise proudly welcomes players of every skill level, from complete beginners picking up a paddle for the very first time to experienced competitive players looking to sharpen their game at the highest level.

Our renowned Pickleball Pro designs every session with skill based groupings in mind—so whether you're a beginner building your foundation, an intermediate player looking to elevate your game or an advanced player seeking high intensity drilling and competitive match play, you'll always be challenged at exactly the right level. Nobody feels out of place. Nobody feels held back.

Not sure where you fall? No problem. Every Guest completes a Pre-Cruise Survey before boarding and our Pickleball Pro personally assesses every player early in the sailing to ensure everyone is placed in the perfect group. From there, groups can be adjusted throughout the cruise to make sure every Guest is getting the most out of every session.

Whatever your level—your Pickleball vacation starts here.

Without a doubt—and you wouldn't be alone. Solo Guests join us on every sailing, and many of our most loyal returning Guests originally joined us on their own.

From the moment you board, our dedicated Trip Leader makes it a priority to ensure every solo Guest feels welcomed, included and connected. You'll be placed in a skill-based group with fellow players, invited to every nightly group dinner, included in all exclusive group activities and events, and surrounded by a warm community of fellow Pickleball enthusiasts who all share the same passion for the sport.

Many of our solo Guests tell us that by the end of the sailing, they've made friendships that extend well beyond the cruise—returning year after year with the friends they met onboard. If you're thinking about joining us solo, our advice is simple—do it. You won't regret it.

We strongly recommend arriving the day before your cruise. On most sailings, Pickleball begins at 9:00AM on the first morning of your cruise—and the last thing you want is a travel delay costing you time on the court. Arriving the day before protects the start of your Pickleball vacation and gives you time to settle in and explore your departure city before boarding.

It also means you can take advantage of our optional Day 0, Pre-Cruise Offering—available on every sailing. Day 0 includes airport pickup, a hotel stay, and transportation directly to your cruise ship the following morning, so you can arrive stress-free and focused on nothing but enjoying your Pickleball vacation from day one.

While a passport is not required for all Guests, we strongly recommend traveling with one. If you do not have a passport and wish to cruise with us, please contact us for a complete list of acceptable travel documents. Please note that each Guest is individually responsible for ensuring they have proper documentation to set sail.

Yes—and that's exactly the point. While you'll be sailing onboard a full Royal Caribbean cruise ship with fellow passengers, Pickleball At Sea Group Cruise is intentionally designed as a small, intimate group experience within that larger sailing. We cap our exclusive group at approximately 40 Guests to ensure everyone enjoys ample court time, personalized attention from our Pickleball Pro, and the kind of close-knit community that makes this Pickleball vacation unlike anything else out there.

Once our group is full, we open a waitlist—so we always encourage Guests to reserve their spot early.

Yes—and we strongly recommend it. Trip insurance can be added to your reservation during Step 2 of our easy 3-step booking process, right when you select your stateroom. Life happens, and having the right coverage in place means you can book your Pickleball vacation with complete peace of mind.

If you have any questions about trip insurance options, our Team is happy to help. Call us at 812-827-8473 or click here to get in touch.

You'll play both onboard and ashore—and that's what makes this Pickleball vacation truly unique.

Onboard: You'll enjoy exclusive group court time throughout your sailing—with instruction, drills, strategy sessions, Pickleball Seminars, and open play all led by a renowned Pickleball Pro. Every session is designed around your skill level, so whether you're a beginner or an advanced player, you're always challenged at exactly the right level.

Ashore: Every Pickleball At Sea Group Cruise includes at least two Exclusive Local Pickleball Experiences at world-class facilities and resorts across the Caribbean and Bahamas—with specific venues varying based on your cruise and itinerary. On select cruises, Guests play at The Fort in Fort Lauderdale—the official home of the APP Tour—as well as Baha Mar Resort in Nassau, Bahamas and other elite facilities and resorts across the Caribbean.

No land-based Pickleball vacation can take you to multiple elite venues across multiple destinations in a single trip. This one does.

Yes—all Pickleball programming is included. Your Pickleball vacation includes group lessons, drills, strategy sessions, Pickleball Seminars and open play, all led by our renowned Pickleball Pro at no additional cost. Whether you're a beginner picking up a paddle for the first time or an advanced player looking to sharpen your game, world-class instruction is built into every single sailing.

Rarely. Playing Pickleball onboard is almost identical to playing outdoors on land. Just like not every outdoor venue is ideal for Pickleball, not every cruise ship is built for it either—and that's exactly why we're extremely intentional about the ships we sail on. Royal Caribbean ships are equipped with advanced stabilizers that keep things remarkably smooth, and most Guests forget they're even on a ship within minutes of stepping on the court.

We're equally intentional about the time of year we travel and the itineraries we choose—all with the best possible playing conditions in mind. On the rare occasion conditions shift, our Pickleball Pro adjusts seamlessly with modified drills or fun group activities so the experience stays great no matter what.

Absolutely—and they'll have an incredible time as well! Non-playing companions are always welcome and are invited to every nightly group dinner, social event, themed party, and shore excursion. Beyond the group experience, a Royal Caribbean cruise ship offers endless ways to spend the day—pools, hot tubs, spa, fitness center, Broadway-style shows, comedy clubs, live music, and more.

Not at all—this is your vacation. Join the sessions you love, relax by the pool, explore the ship, or venture ashore on your own. The Pickleball programming is there for you whenever you want it, and completely flexible when you don't.

A lot! Pickleball At Sea Group Cruise is a full Pickleball vacation experience that happens to be on a cruise ship—and the difference is enormous.

We offer private court access, structured daily instruction led by a renowned Pickleball Pro, exclusive in port experiences at world-class facilities, Pickleball seminars, nightly group dinners, curated social events, and a built-in community of fellow enthusiasts. From the moment you board to the final sail-away, every element of your trip is intentionally designed around delivering the best Pickleball vacation possible.

Yes—we want to make your Pickleball vacation as accessible as possible. Once your Experience Deposit and Stateroom Deposit are paid, you can make additional payments at any time before your final payment date. Monthly payment plans are also available by request.

To set up a monthly payment plan or ask any questions about pricing, give us a call at 812-827-8473 or click here to get in touch.