Pickleball Cruise Destinations

Unforgettable Pickleball cruise trips and vacations to the world’s most picturesque destinations!

Pickleball Cruise Destinations

A pickleball vacation on a cruise combines the best of both worlds, offering an ideal getaway for those seeking both adventure and relaxation. Our cruises combine both private clinics and private open play time on the courts. We have partnered with cruise lines that allow our players to have private court time indoors for the very best play at sea! While pickleball remains at the heart of our cruises, we ensure that our guests can fully embrace the magic and allure of each destination, leaving you captivated by the beautiful world beyond the courts.

Royal Caribbean cruise to Alaska
beautiful landscape in Alaska featuring glaciers and mountains as viewed from the cruise ship
Woman enjoying breathtaking views of Alaska coast on board a cruise ship

Royal Caribbean Cruise Line

Discover Alaska, a journey through nature’s grand spectacle.

Embarking on an Alaska cruise with Royal Caribbean is the epitome of a remarkable journey through the captivating wilderness, picturesque coastal towns, and astonishing natural wonders. Onboard one of their modern and luxurious ships, you’ll encounter enthralling ports of call such as Juneau, Skagway, and Ketchikan, giving you the chance to experience fascinating Gold Rush history, lively local cultures, and unique Alaskan adventures such as dog sledding, whale watching, helicopter tours, and wildlife encounters. Witness breathtaking glaciers, with at least one of the following- Hubbard Glacier, Glacier Bay, Dawes Glacier, and Mendenhall Glacier up close and capture unforgettable panoramas of the stunning Alaskan landscapes.

While at sea, Royal Caribbean offers a myriad of exclusive entertainment options and dining experiences, ensuring that there’s something to suit every traveler’s taste. Enjoy gourmet cuisine at specialty dining venues, and world-class Broadway-style shows, and indulge in Royal Caribbean’s rejuvenating spas and fitness facilities.  You can bond with your new pickleball friends over exhilarating activities such as rock climbing, surfing simulators, and ice-skating rinks as well. As you traverse the Last Frontier aboard a Royal Caribbean cruise, delight in an unforgettable vacation where every moment is a treasured memory, and the pristine Alaskan beauty leaves you in awe.

Regent Seven Seas

Play Pickleball. Explore the World. Experience Luxury Without Compromise.

Imagine spending your morning playing pickleball on the open ocean, your afternoon exploring a beautiful Mediterranean port, and your evening enjoying an exceptional dining experience with fine wines and impeccable service. Welcome to Regent Seven Seas Cruises, where luxury travel and your love of pickleball come together.
At Pickleball in Paradise, we believe your favorite sport should be part of an extraordinary vacation—not the entire vacation. That’s why we’re excited to introduce our travelers to Regent Seven Seas Cruises, one of the world’s leading ultra-luxury cruise lines.

And through our Paradise Perks program, returning Pickleball in Paradise travelers can enjoy exclusive booking advantages and access to additional amenities when reserving their Regent cruise with our team.

Oceania Cruises

Discover incredible destinations, exceptional cuisine, and the opportunity to enjoy pickleball at sea.

Love pickleball but also appreciate the finer things in travel? Oceania Cruises brings together intimate luxury ships, extraordinary dining, immersive destinations, and onboard activities that may include pickleball.

At Pickleball in Paradise, we believe your love of the game should open the door to even more travel experiences. Whether you’re exploring the Mediterranean, discovering Northern Europe, or sailing to fascinating destinations around the world, Oceania offers a wonderful way to combine active travel with luxury cruising.

Planning Your Pickleball in Paradise Vacation is Super Easy!

There is no such thing as stress in paradise. That is why booking your vacation with Pickleball in Paradise is always easy and stress-free!

Choose a Trip

Check out our pickleball vacation trip calendar to find the perfect dates for your dream getaway. You can also contact us about booking a private trip for your group.

credit-card-front Secure Your Spot

Submit a deposit to secure your spot on the trip. Our trips fill up fast and we don’t want you to miss out on your dream vacation!

Pack Your Bags

Pack your bags and get ready for a pickleball getaway vacation experience like no other!