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🎾 Pickleball Escapes at Sandals Montego Bay
Oct 31 - Nov 4, 2026
Get ready to serve, sip, and soak up the sunshine at the ultimate pickleball getaway in beautiful Montego Bay! This is not just a vacation... it’s a vibrant, feel-good escape where the love of the game meets the laid-back luxury of the Caribbean.
Imagine starting your mornings with energizing pickleball play alongside a fun, welcoming group… then spending your afternoons relaxing on powder-soft beaches, floating in crystal-clear water, or sipping tropical cocktails poolside. As the sun sets, the energy shifts to laughter, incredible dining, and unforgettable evenings under the stars.
Whether you’re a seasoned player or just love the social side of the game, this escape is all about connection, fun, and creating memories with like-minded travelers who love to play as much as they love to relax. With organized play, friendly competition, private group events, and plenty of time to enjoy Sandals’ signature luxury, you’ll experience the perfect balance of activity and indulgence.
This is your chance to elevate your game, meet amazing people, and treat yourself to a week where everything is taken care of... all you have to do is show up, grab your paddle, and say yes to paradise.
✨ Come for the pickleball. Stay for the vibes. Leave with unforgettable memories. Pickleball Escapes.
Itinerary
Trip Details
Sat, Oct 31: Arrive in Jamaica
Sun, Nov 1: Rally & Relax
Mon, Nov 2: Dink Liike Nobody's Watching
Tue, Nov 3: Final Day Celebration
Wed, Nov 4: Departure Day
Full Itinerary

Your Advisor
Mona Deane
Horizon Escapes LLC

mona@horizonescapes.com
(860) 253-2556