What’s Included in Your Pickleball Escape to Jamaica Get ready to play, relax, and indulge — we’ve taken care of every detail so you can focus on fun, connection, and island vibes! 🎾 Pickleball Play & Tournament Sharpen your skills, join friendly ...

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🥂 Welcome Cocktail Celebration Let the fun begin! Join us at Sandals Montego Bay for a lively Welcome Cocktail Celebration as we officially kick off our Pickleball Escape in paradise. This is your moment to mingle, meet your fellow travelers, and ...

Tonight is the perfect opportunity to explore all the incredible dining experiences waiting for you at Sandals Montego Bay. With a variety of restaurants offering everything from elegant flavors to casual favorites, we encourage you to try somethi...

8:00–10:30 AM — Welcome Mix & Match Morning A lighthearted kickoff! Rotate partners every so everyone gets to play with each other. Open Play A perfect warm-up for the days ahead. Insider Tips Early Bird Advantage: Arrive at the courts a little be...

Kick off the evening island-style as we gather for a relaxed and lively cocktail hour at beautiful Sandals Montego Bay. This is your time to unwind after a fun day of play, connect with your fellow pickleball crew, and toast to an amazing escape t...

Each evening at Sandals Montego Bay is yours to savor, unwind, and enjoy at your own pace. After a fun day on the courts or relaxing by the beach, we encourage you to explore the resort’s incredible dining options and treat yourself to a delicious...

8:00–10:30 AM — Costume Court Chaos Everyone wears something fun or colorful—bright socks, tropical shirts, or visors with personality. Insider Tips Early Bird Advantage: Arrive at the courts a little before 8 AM to warm up and meet other players....

Kick off the evening island-style as we gather for a relaxed and lively cocktail hour at beautiful Sandals Montego Bay. This is your time to unwind after a fun day of play, connect with your fellow pickleball crew, and toast to an amazing escape t...

7:00 PM — Moonlight Pickleball Challenge Night A lively, social competition under the stars! Event includes: Mix, Match & Mystery Partner Rounds: Pick your partner from a mystery bag The Challenge Ladder: Win a round, move up. Lose a round, grab a...

Each evening at Sandals Montego Bay is yours to savor, unwind, and enjoy at your own pace. After a fun day on the courts or relaxing by the beach, we encourage you to explore the resort’s incredible dining options and treat yourself to a delicious...

8:00–10:30 AM — Adventure Court Challenge Into It’s our last morning in paradise, and we’re making every moment count! Join us for one more round of sunshine, laughter, and friendly competition as we hit the courts together for our final day of pl...

Kick off the evening island-style as we gather for a relaxed and lively cocktail hour at beautiful Sandals Montego Bay. This is your time to unwind after a fun day of play, connect with your fellow pickleball crew, and toast to an amazing escape t...

As our incredible Pickleball Escape comes to a close, join us for a special Farewell Dinner at Sandals Montego Bay — a beautiful evening to celebrate the friendships, laughter, and unforgettable moments we’ve shared all week long. We’ll gather for...

Enjoy a relaxing final morning in paradise with a delicious breakfast, one last stroll through the resort, and time to soak it all in before heading home. Check out from your room at the designated time, and rest easy knowing that your airport tra...