All-inclusive Pickleball Vacations to the Caribbean at 5 Star Resorts
Pickleball in Paradise
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Do You Love Pickleball and Vacationing?
Then you found the right place.
IF YOU DON’T SEE A DATE THAT FITS YOUR NEEDS OR WANTS BELOW, EMAIL – PICKLEBALL@STRAIGHTAWAYTRAVEL.COM TO BE ADDED TO OUR DISTRIBUTION LIST AND WE WILL BE UPDATED ON OUR TRIPS AND PROS ATTENDING.
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!
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.
View the Highlights of a Pickleball and Paradise Trip
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
Interested in a private pickleball trip instead? We can customize a trip for your family, friends, and pickleball group!
Always a Five-Star Experience
Upcoming Pickleball Trips
Trips are currently planned at the gorgeous Sandals’ resort in South Coast, Jamaica, Sandals Royal Bahamian Spa Resort and Offshore Island, and Beaches’ Turk and Caicos . Dates and pros for each group are listed in the event calendar below.
Turks Pickleball Throwdown: A pickleball Tournament in Turks & Caicos
Pickleball in Paradise presents the “Throw Down in Turks & Caicos" , a round robin, skill level Pickleball tournament. Skill levels 3.0, 3.5, 4.0+. Limited to 60 players by skill level 3.0, 3.5 & 4.0+. Each bracket will be capped at 20 players, split into pods. In the event that one bracket is not ... Read more
Find out more »Pickleball In Paradise in Turks and Caicos with Pros- Chris Powers, Sally Nowak, & Jenn Markling!
Improve your game while enjoying Paradise... Play pickleball each morning with four-time National Gold Medal Champion, Chris Powers and master coaches, Sally Nowak and Jenn Markling, learning technique and proper form, and ultimately discovering what you truly need to work on! Individualized instruction at the Caribbean's finest resort, Beaches Turks and Caicos! Play with new ... Read more
Find out more »PRIVATE PICKLEBALL Event: Ignite Pickleball! Invitation only
Join Us for a Pickleball Vacation at a 5 Star Resort with friends! Let's vacation on the white sandy beach of Jamaica! This is a private event carefully planned for Ignite Pickleball. You will arrive in Montego Bay, Jamaica on October 18th and be transported to Sandals, South Coast, Jamaica. From there, you will meet ... Read more
Find out more »Pickleball In Paradise with Kyle Yates and Jonny Pickleball in Turks and Caicos!
SOLD OUT! Improve your game while enjoying Paradise... with Kyle Yates and Jonny Pickleball. Play pickleball each morning with four-time #1 World Champion Kyle Yates and master coach, Jonny Pickleball, learning technique and proper form, and ultimately discovering what you truly need to work on! Individualized instruction at the Caribbean's finest resort, Beaches Turks and ... Read more
Find out more »Halloween Pickleball in Paradise, Sandals South Coast, Jamaica with Scott Golden
Pickleball Pro- Scott Golden and TBA Come improve your pickleball game while enjoying paradise. Straight Away Travel's Pickleball in Paradise Vacations is creating a festive adventure in South Coast, Jamaica. Instead of trick or treat, it will be Dink and Eat with some new players from the US and Canada. You will be spending a ... Read more
Find out more »November Pickleball in Paradise: Sandals Royal Bahamian Spa Resort and Offshore Island, Nassua , Bahamas
Pickleball Pros- Bob and Elizabeth Higginbottom Come improve your pickleball game while enjoying paradise. Straight Away Travel's Pickleball in Paradise Vacations has created the ultimate pickleball adventure in the Bahamas. As the weather starts to cool in the US, you will be enjoying the Caribbean sunshine! On this trip, you will vacation at the recently ... Read more
Find out more »Battle In The Bahamas: Sandals Royal Bahamian Spa Resort and Offshore Island, Nassua , Bahamas
Pickleball Tournament Coordinators - Bob and Elizabeth Higginbottom Come level up your pickleball game while enjoying paradise. Pickleball in Paradise presents “Battle in the Bahamas”, a round robin, skill level Pickleball tournament. Skill levels 3.0, 3.5, 4.0+. Limited to 24 players by skill level 3.0, 3.5 & 4.0+. Each bracket will be capped at 8 ... Read more
Find out more »Pickleball in Paradise: Sandals Royal Bahamian Spa Resort and Offshore Island, Nassua , Bahamas
Pickleball Pros- Leesa and John Walker Come level up your pickleball game while enjoying paradise. Straight Away Travel's Pickleball in Paradise Vacations has created the ultimate pickleball adventure in the Bahamas. As the weather starts to cool in the US, you will be enjoying the Caribbean sunshine! On this trip, you will vacation at the ... Read more
Find out more »pickleball project, Sandals South Coast, Jamaica
Private Pickleball Trip- Invitation Only Come level up your pickleball game while enjoying paradise. Pickleball Project is traveling to Sandals, South Coast, Jamaica to play Pickleball in Paradise. We will be spending 5 nights with players invited by Pickleball Project. Each morning, we will play round robin tournaments and open play. The courts are lined ... Read more
Find out more »Pickleball In Paradise at Beaches Turks and Caicos
With Pickleball Pros- Marhelen Atkins and Bob Higginbottom Improve your game while enjoying Paradise... on one of the world's most beautiful beaches, Grace Bay in Turks and Caicos Play pickleball each morning with national Pickleball Pros learning technique and proper form, and ultimately discovering what you truly need to work on! Straight Away Travel's inaugural ... Read more
Find out more »December Pickleball in Paradise, Sandals South Coast, Jamaica
Pickleball Pros- Wes Gabrielsen and Andy Gensch Come level up your pickleball game while enjoying paradise. Straight Away Travel's Pickleball in Paradise Vacations is creating a festive adventure in South Coast, Jamaica. You will be spending 5 nights with players from across the U.S. and Canada at Sandals South Coast, a luxury resort with 12 ... Read more
Find out more »