Pickleball Group Trips: Dinking in the caribbean together

If you have been thinking about planning pickleball group trips that combines great gameplay with an all-inclusive vacation, the Caribbean is the perfect destination. Pickleball lovers no longer have to choose between quality courts and a beautiful getaway. Thanks to recent resort upgrades, it is now possible to enjoy both at the same time.

Sandals and Beaches Resorts have expanded their pickleball offerings across the Caribbean, making them an excellent option for pickleball group trips, family vacations, and couples who enjoy active travel. With USA Pickleball approved courts and equipment now available at select resorts, these luxury all-inclusive destinations are ideal for groups who want to play, relax, and enjoy time together.

In this guide, I will share the best Sandals and Beaches Resorts for pickleball group trips, explain why these resorts work so well for groups, and show how I help pickleball clubs, coaches, and friend groups plan stress-free Caribbean getaways.

Group of friends walking off a pickleball court at a tropical resort, enjoying a relaxed pickleball group trip getaway

Why Sandals and Beaches Resorts Are Ideal for Pickleball Group Trips

Pickleball players looking to travel as a group usually want three things:

dedicated pickleball courts
reliable, regulation-quality equipment
a resort that can comfortably accommodate groups

Sandals and Beaches Resorts deliver all three. In fall of 2025 Sandals Resorts entered into a partnership with USA Pickleball to offer approved courts, proper court lines, and quality equipment. This ensures that pickleball group trips feel just as enjoyable and professional as playing at home, with the added bonus of tropical scenery.

Because these resorts are all-inclusive, groups can focus on playing pickleball and having fun instead of worrying about coordinating meals, transportation, or daily expenses and fees.

No matter the size of your group, I will match you up to the best resort for your needs. Discounts and packages are available at just 5 rooms or more!

Aerial view of multiple pickleball courts at Sandals South Coast resort, ideal for adults-only pickleball group trips

The Best Resorts for Pickleball Group Trips in the Caribbean

Beaches Turks and Caicos

Best family-friendly option for pickleball group trips

Beaches Turks and Caicos is the top choice for family-friendly pickleball group trips. With 8 dedicated pickleball courts, it offers more space than almost any other Caribbean resort, making it perfect for beginners, enthusiasts, and mixed-skill groups.

Families love this resort because kids, teens, and adults all have plenty to do. While some group members are on the courts, others can enjoy the waterpark, beach activities, or highly rated kids clubs. It is an excellent option for pickleball clubs that want to include families and friends.

Family-friendly waterpark at a beachfront setting at Beaches Turks and Caicos, an all-inclusive Caribbean resort

Sandals South Coast

Sandals South Coast in Jamaica offers the most dedicated pickleball courts in the adults-only category. This makes it ideal for couples, adult friend groups, and pickleball clubs that want consistent access to courts without a family-focused atmosphere.

The resort’s layout allows groups to play casually, organize friendly round-robin sessions or competitive tournaments, or simply enjoy open play throughout the day. It is a favorite for pickleball group trips that want a relaxed, yet polished environment.

Aerial view of pickleball courts at Sandals South Coast with the Caribbean Sea and resort grounds in the background

Sandals Royal Curaçao

Great for pickleball groups who love adventure

Sandals Royal Curaçao is a strong choice for pickleball group trips that want more than just time on the courts. Along with dedicated pickleball facilities, the resort offers excellent snorkeling, island exploration, and unique off-property excursions.

This resort works well for groups who want to mix pickleball with adventure and sightseeing.

Aerial view of Sandals Royal Curaçao resort along the Caribbean coastline with oceanfront pools and lush island scenery

Sandals St. Vincent

Sandals St. Vincent is a newer resort that appeals to pickleball travelers looking for a quieter, more nature-focused experience. It features 4 dedicated courts in a calm setting surrounded by lush scenery.

This new all-inclusive luxury resort is an excellent option for pickleball group trips that prefer a slower pace and smaller group atmosphere.

Aerial view of Sandals St. Vincent resort surrounded by lush green mountains and turquoise Caribbean waters, ideal for pickleball group trips

Planning Pickleball Group Trips Without the Stress

Organizing pickleball group trips can feel overwhelming, especially when coordinating multiple travelers. That is where I come in.

I specialize in helping pickleball groups plan Caribbean getaways, whether you are:

a pickleball coach
a pickleball club owner or ambassador
a group of friends
families who enjoy playing together

I handle the behind-the-scenes details so you can focus on playing pickleball and enjoying your time with your group.

What I Take Care Of

matching your group to the right pickleball-friendly resort
securing group space and resort perks
coordinating room categories and arrivals
managing individual bookings within the group
providing personal support before and during the trip

Pickleball paddles, balls, towels, and water bottles set up on a blue pickleball court at a Sandals resort

Ready to Plan Your Pickleball Group Trip?

If you have been thinking about taking your pickleball group to the Caribbean, look no further. Whether your group prefers casual open play, friendly round-robin matches, tournaments and awards nights, or simply enjoying great courts in a beautiful setting, I can help bring everything together.

Allow me to handle all of the details so you can focus on your game and having a great time with your crew.

👉 Reach out today to start planning your pickleball group trip, and I will help match your group to the perfect Sandals or Beaches resort.

Start Planning Today

Pickleball Group Trips FAQs

Can you help plan pickleball group trips to the Caribbean?

Yes. I specialize in planning pickleball group trips at Caribbean resorts with dedicated courts and all-inclusive amenities.

Which resorts are best for pickleball group trips?

Beaches Turks and Caicos is ideal for family-friendly groups with 8 courts, while Sandals South Coast is the top adults-only option. Other great choices include Sandals Royal Curaçao, Sandals St. Vincent, and Sandals Regency La Toc (and there are even more to choose from). I will help you decided which resort is best for your group.

Are pickleball courts included at Sandals and Beaches Resorts?

Yes. Select resorts feature USA Pickleball approved courts and equipment as part of a partnership that began in fall 2025.

Do pickleball group trips work for beginners?

Absolutely. Many pickleball group trips are designed to be relaxed and welcoming for all skill levels.

What’s Included at Sandals and Beaches Resorts

– all-inclusive accommodations for couples and families
– unlimited dining with plenty of options
– top shelf liquors
– USA Pickleball approved courts and equipment at select resorts
– water sports (including scuba for PADI certified divers)
– nightly entertainment and daytime activities
– kids clubs and teen programs at Beaches Resorts
– round-trip airport transfers
– tipping and gratuities (except for butlers, transfers, and spa services)