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8:00–10:30 AM — Costume Court Chaos
Everyone wears something fun or colorful—bright socks, tropical shirts, or visors with personality.
Evening: Free to explore resort dining options!
Start Time
Nov 2 8:00AM UTC
to
End Time
Nov 2 10:30AM UTC
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Oct 31 - Nov 4, 2026
Mona Deane
Horizon Escapes LLC
mona@horizonescapes.com
(860) 253-2556
A True Caribbean Original
Join us where it all started. Just minutes from the airport, the original all-inclusive, adults-only Sandals Resort puts Jamaica’s largest private white-sand beach right outside your door. Today, Sandals Montego Bay has even more ways to get swept up in the romance and rhythm of Jamaica’s stunning coastline. Have a drink at the overwater bar, water ski in the waves, or just stroll along the shore and take in the festive vibe.
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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Room and Suite Options at Sandals Montego Bay
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No, I'm choosing not to insure my trip I acknowledge that Horizon Escapes LLC has recommended or offered travel insurance protection to me. I am choosing not to purchase such a policy. I accept all responsibility for declining to secure coverage a...
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Location Ideal for beach holidaymakers, this resort lies in Montego Bay, right by the sea. Facilities Guests have a choice of 272 rooms. The friendly staff at the reception desk are happy to answer any questions. Services and facilities include a ...
What’s IncludedAt Sandals Montego Bay Eat and Drink 12 specialty restaurants, from Jamaican jerk to sushi Breakfast, lunch, dinner, and snacks Bottomless top-shelf spirits Six bars, including swim-up and overwater bars In-room minibars stocked wit...
Included Activities Swimming pools Snorkeling Non-motorized watersports Scuba diving (introductory/diver training depending on resort policy) Beach activities Fitness center access Land sports (including tennis, beach volleyball, and other availab...
Restaurants At Sandals Montego Bay At Sandals Montego Bay, impeccable service, expertly crafted international cuisine, and a romantic atmosphere make every meal exceptional. Each restaurant boasts its own talented chefs, ensuring a world-class din...
🥂 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....
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...
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...
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...