All-inclusive pickleball vacation trips to the Caribbean
Pickleball in Paradise

Do You Love Pickleball and Vacationing?
Then you found the right place.
Barb Strait, founder of Straight Away Travel has been a professional in travel for 11 years and has paired up with some of the best pickleball instructors around. This ultimate pickleball vacation includes instruction from some of the nation’s top pickleball players at the Caribbean’s best all-inclusive resorts. Pickleball in Paradise is a vacation adventure of a lifetime! Whether you are a beginner or a 4.5 player, your vacation will not only be relaxing and fun but also improve your game while playing lots of pickleball with current and new friends! We have 4 group dates for 2022 in Sandals South Coast Jamaica and are building group space at other locations as well.
Our groups are open to any level as we split the groups up for part of the session by skill level. We also work with pickleball clubs to build custom pickleball in paradise adventures exclusively for your group or club.
What’s Included in Your Pickleball Vacation Trip
Pickleball instruction and plenty of court time with a national pro
5 star global gourmet dining and top shelf drinks (ALL food and drinks are included)
Snorkeling adventures (scuba training optional)
5-star resort accommodations (upgraded concierge and butler suites are available)
Private beach dinner with all participants
Welcome cocktail reception for all participants
Watersports (hobie cat sailing, waterskiing, paddleboarding, kayaking and more)
Optional yoga and fitness classes available
Best pickleball courts in the Caribbean. Play as much or as little as you want
Always a Five-Star Experience
Upcoming Pickleball Trips
Trips are currently planned at the gorgeous Sandals’ resort in South Coast, Jamaica. Dates and pros for each group are listed in the event calendar below.
Pickleball in Paradise at Sandals South Coast, Jamaica
Improve your Pickleball skill, while enjoying paradise! Have you just been introduced to the fastest growing sport in the US? Have you been playing for a while and want to improve your game? How is your 3rd shot drop, what about your 3rd shot drill? Do you need to work on your serve? Your dinking ... Read more
Find out more »Pickleball In Paradise with Riley and Lindsey Newman!
Gold Winning Champs are headed to Jamaica with a select amount of lucky players who want to join them. This could be you, join us before this event sells out! Come join us from September 24, 2022 through October 1, 2022 for a 7-night stay at the Sandals Resort in South Coast, Jamaica. Play pickleball ... Read more
Find out more »Pickleball In Paradise with Kyle Yates!
Improve your game while enjoying Paradise... with Kyle Yates Play pickleball each morning with four-time #1 World Champion Kyle Yates, learning technique and proper form, and ultimately discovering what you truly need to work on! Individualized instruction at the Caribbean's finest resort, Sandals' South Coast, Jamaica! In the fall of 2021, Kyle Yates hosted Straight ... Read more
Find out more »Pickleball Y’all of the Carolinas, Sandals South Coast, Jamaica
4 Rooms Left, hurry to book! Come improve your game while enjoying paradise. Pickleball Y'all of the Carolinas Pickleball Club, will be spending a week at Sandals South Coast in Jamaica. This will include a week of pickleball play, instruction, white sandy beach, cocktails, and 5 star global gourmet dining. Your Pro instructors for this ... Read more
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