Pickleball in paradise: pickleball groups in the Caribbean vacation packages

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, Leesa and John Walker. Together, they have created the ultimate pickleball vacation that include some of the nation’s top pickleball players to create Pickleball in Paradise.  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 5 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.

Dates and Destinations

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. More destinations are coming soon.  

Pickleball In Paradise, Sandals South Coast, Jamaica

Spring is the perfect time to travel to the Caribbean... don't miss this one! Come join us from May 21 to May 26, 2022 for

Find out more »
$1650

Pickleball in Paradise at Sandals South Coast, Jamaica

Fall is the perfect time to travel to the Caribbean... You don't want to miss this one! Come join us from September 2 through September

Find out more »
$1199

Pickleball In Paradise with Pickleball Charlotte at Sandals, South Coast, Jamaica with PB Pro, Jim Dobran

Jim Dobran Pickleball Bio Current World Pickleball Rankings Men’s Pro Doubles:    #67 Mixed Pro Doubles:    #47 Past Achievements: Notable Pro Wins: October 2021    Beat Rob

Find out more »
$1900

Pickleball In Paradise, Sandals South Coast, Jamaica

Fall is the perfect time to travel to the Caribbean... You don't want to miss this one! Come join us from October 6-11, 2022 for

Find out more »
$1500

Pickleball Y’all of the Carolinas, Sandals South Coast, Jamaica

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.

Find out more »
$1998

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)
  • Optional yoga and fitness classes available.

Upcoming Trips

Request a quote or book your Pickleball in Paradise vacation today!

Pickleball In Paradise, Sandals South Coast, Jamaica

Spring is the perfect time to travel to the Caribbean... don't miss this one! Come join us from May 21 to May 26, 2022 for

Find out more »
$1650

Pickleball in Paradise at Sandals South Coast, Jamaica

Fall is the perfect time to travel to the Caribbean... You don't want to miss this one! Come join us from September 2 through September

Find out more »
$1199

Pickleball In Paradise with Pickleball Charlotte at Sandals, South Coast, Jamaica with PB Pro, Jim Dobran

Jim Dobran Pickleball Bio Current World Pickleball Rankings Men’s Pro Doubles:    #67 Mixed Pro Doubles:    #47 Past Achievements: Notable Pro Wins: October 2021    Beat Rob

Find out more »
$1900

Pickleball In Paradise, Sandals South Coast, Jamaica

Fall is the perfect time to travel to the Caribbean... You don't want to miss this one! Come join us from October 6-11, 2022 for

Find out more »
$1500

Pickleball Y’all of the Carolinas, Sandals South Coast, Jamaica

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.

Find out more »
$1998