Ever thought about going on a getaway that includes lots of time on the courts? On a pickleball tour, you get to play the game you love, improve your skills, and meet fellow pickleheads all while seeing a new part of the world.
Below you'll find my list of the best pickleball vacations with a diverse range of choices to suit your interests. Whether you're interested in a cruise, want to travel through Europe, or have a pickleball staycation in the US, there's something here for you.
Best pickleball vacations at a glance
Best overall
1. Pickleball Getaways
Best budget
2. Dink Destinations
Best cruises
3. Pickleball At Sea Group Cruise
Best in Europe
4. Evyssa Vacations
Best in the Caribbean
5. Pickleball In Paradise Caribbean Resorts
Best custom
6. Shoreline Destinations
The best pickleball vacations in 2024
With pickleball still booming in popularity, more and more vacation companies are now offering pickleball-focused trips. Pickleball Getaways, one of the longest-running pickleball trip specialists, saw off the competition this year. Read on for my full list.
1. Pickleball Getaways
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Book if:
You want to improve your game:
these getaways have a strong focus on training, with daily clinics from top coaches to help you work on your game.
You want to learn from the pros:
guest pros help out on these tours, so you'll have a chance to be coached by the likes of Collin Johns.
You want an international trip in a beautiful location:
the Mayan Riviera, Antigua, and Costa Rica are all lined up this year.
Pass if:
You're looking for a pickleball cruise:
Pickleball Getaways doesn't offer cruises, so check out Pickleball At Sea on this list.
You'd prefer a US trip:
Dink Destinations has great affordable pickleball trips in the United States.
You want a customized trip:
Shoreline Destinations allows you to personalize your vacation for the type of getaway you want.
Countries Regions Offered
Europe, Caribbean (including Mexico), South America
Domestic Or International
International
Vacations Per Year
Around 10
Average Pricing
$3,300
Average Duration
7-10 days
Destinations
Pricing
Reviews
Today’s best deal
2. Dink Destinations
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Book if:
You're on a budget:
some of these trips are half the price of others on this list.
You want to stay local:
if a staycation is your thing, Dink Destinations has you covered with trips across the US.
You want to learn from a pro coach:
you'll hit the courts with a pro instructor who'll help you hone your skills.
Pass if:
You're looking for an international trip:
all the other companies in my top 6 offer tours outside the US.
You want to go on a pickleball cruise:
check out the Pickleball At Sea Group Cruises on my list.
You want a personalized vacation:
Shoreline Destinations offers a tailored pickleball experience with your own dedicated travel agent.
Countries Regions Offered
Midwest & Florida (at the time of writing)
Domestic Or International
Domestic
Vacations Per Year
2
Average Pricing
$1,499
Average Duration
4 days
Destinations
Pricing
Reviews
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3. Pickleball At Sea Group Cruise
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Book if:
You want to play pickleball while you cruise:
daily play onboard in your own private group training room and also onshore, with instruction from a certified pro.
You want to do plenty of sightseeing:
these cruises are ideal for those who want to blend practice time with travel.
You want affordable options:
these cruises are surprisingly affordable, starting at around $1,500 for a solo traveler.
Pass if:
You want to go to Europe:
check out Evyssa Vacations, with trips planned to places like Greece and Central Europe.
You want to stay at a Caribbean resort:
Pickleball in Paradise partners with some of the best resorts in the Caribbean.
You can't easily travel to Texas or Florida:
these cruises embark from Galveston, TX and Fort Lauderdale, FL, so make sure you can get there.
Countries Regions Offered
Caribbean (including Central America)
Domestic Or International
International
Vacations Per Year
5+
Average Pricing
$1,500-2,500
Average Duration
5-8 days
Destinations
Pricing
Reviews
Today’s best deal
4. Evyssa Vacations
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Book if:
You want to go on a river cruise in Europe:
the 8-day cruise down the Danube River takes you through four Central European countries.
You want to soak up the sun in Greece:
see ancient sites in Athens and experience the Greek Islands while hitting local pickleball courts.
You'd like to go on an Icelandic adventure:
the "Pickleball Vikings" tour immerses you in a truly unique landscape.
Pass if:
You don't want to travel far:
check out Dink Destinations for pickleball trips in the US.
You want to visit the Caribbean:
lots of the other companies provide Caribbean tours, with the best resorts provided by Pickleball in Paradise.
You want a cheaper cruise:
the Caribbean cruises offered by Pickleball At Sea are more affordable.
Countries Regions Offered
Central Europe, Greece, Iceland
Domestic Or International
International
Vacations Per Year
4
Average Pricing
$4,783-6,850
Average Duration
8 days
Destinations
Pricing
Reviews
Today’s best deals
5. Pickleball In Paradise Caribbean Resorts
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Book if:
You're looking for a luxury pickleball vacation:
Pickleball in Paradise partners with some of the top luxury resorts in the Caribbean.
You want a wide range of location choices:
you can choose from five Caribbean countries, including Jamaica and the Bahamas.
You want to train with pros and coaches:
you'll be coached by certified pros and instructors to help you enhance your game while vacationing in paradise.
Pass if:
You'd prefer to cruise around the Caribbean:
check out Pickleball At Sea for the best pickleball cruises in the Caribbean.
You're not interested in a Caribbean trip:
Evyssa Vacations has great European trips, while Dink Destinations offers vacations in the US.
You want a tour run by top pros:
my top choice, Pickleball Getaways, was founded by world #1 Ben Johns.
Countries Regions Offered
Caribbean (including Mexico)
Domestic Or International
International
Vacations Per Year
Around 15
Average Pricing
$1,499-3,449
Average Duration
6 days
Destinations
Pricing
Reviews
Today’s best deal
6. Shoreline Destinations
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Book if:
You want a pickleball vacation tailored to your needs:
Shoreline Destinations gives you a dedicated travel agent who'll plan your trip with you.
You want to play pickleball in beautiful locations:
you'll get to visit some of the most idyllic, sun-soaked locations on Earth.
You want to join a group trip:
meet fellow pickleheads on a group vacation to the brand-new AVA Resort in Cancun, which has five pickleball courts.
Pass if:
You'd prefer a pre-planned trip:
if you don't want to work with a travel agent, try my best overall vacation, Pickleball Getaways.
You're looking for a budget getaway:
Dink Destinations is my favorite affordable pickleball vacation company.
You want a European trip:
check out Evyssa Vacations for pickleball tours in Greece, Iceland, and Central Europe.
Countries Regions Offered
Caribbean and Mexico
Domestic Or International
International
Vacations Per Year
Rolling
Average Pricing
Custom pricing
Average Duration
Flexible
Destinations
Pricing
Reviews
Today’s best deal
Other great pickleball vacations
In case you didn't find what you're looking for above, I've included even more great pickleball vacations, with trips to destinations across Mexico, Europe, and beyond. I'll keep adding to this list, so check back in if you're still searching for the right vacation for you.
7. Pickleball Tours Spain
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8. Tres Palapas Baja
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9. Pickleball de France
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10. Pickleball Italy Trips
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11. Pickleball Trips
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How to choose the best pickleball vacation
It's important when embarking on a big trip that you don't end up disappointed. You want to get the most out of your pickleball vacation and have a memorable experience, so avoid rushing into the decision. Here are some tips:
- Check out each company's website and familiarize yourself with their tour itineraries so you can choose the one that appeals most to you.
- Reach out to the company with any questions. This will tell you how responsive they are and whether they're able to meet your needs.
- Read as many reviews as you can from people who've gone on the tours before you.
- Make sure the vacation accommodates your skill level. Most are open to all players but some cater to specific levels.
Bottom line
Whatever type of trip you're imagining, I hope you've found one that excites you in my list of the best pickleball vacations. My top choice is Pickleball Getaways.
They have a lot of experience, their trips are super-immersive, their locations are amazing, and they're run by some of the best players in pickleball history. It won't suit everyone, though, so I've tried to give you plenty of choice.
Here's a recap of my favorite vacations for pickleball players:
- Pickleball Getaways - Best overall
- Dink Destinations - Best budget
- Pickleball in Paradise Cruises - Best cruises
- Evyssa Vacations - Best in Europe
- Pickleball in Paradise Caribbean Resorts - Best in the Caribbean
- Shoreline Destinations - Best custom