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March 12-17, 2027 - Jamaica
Want to be the first to register and get an early-bird discount?
CLICK HERE to get on the pre-registration list!
Booking link will be up soon, see below for trip overview.
Pricing: Currently anticipated to start at $2,249/person
All-inclusive Package: Unlimited food/drinks, entertainment, water sports, Scuba (if you're certified), pickleball, social events
Note: This trip is for players rated 3.5 or higher (DUPR, club rating, or self-rated) Open play and mini-tournaments will only be scheduled for players rated 3.5 and higher.
Only 1 person in each room needs to be a pickleball player, so non-playing spouses/significant others/friends are still welcome to join us on the trip! Under-3.5 roommates/spouses can come as well and use the courts for open play (just not for our private open play sessions or tournaments).
TRIP OVERVIEW
TRIP OVERVIEW
5 nights in 'Tropickle' Paradise? Yes, please!
Our March 2027 trip is for pickleballers (and your non-playing or lower-level partners/friends) looking to relax at a beachfront, all-inclusive resort in a Caribbean paradise for 5 nights (or more), play pickleball with competitive games, make new friends, and have a great time!
Unlike other pickleball trips, our trips attract all ages, so whether you're 23, late-30's (like us), or 60+, you'll play competitive pickleball and have great new friends to hang out with on your vacation!
And rather than spend money and waste precious vacation hours on endless coaching and clinics, we focus on providing opportunities to play pickleball and enjoy your vacation. We provide the best prices around (by far!), and a high-quality experience that includes some added social fun and games that you won't find when going on a vacation alone.
Day 1
Day 1
Arrive in Paradise, and get your free trip t-shirt!
Enjoy unlimited food and drinks (all included!), evening entertainment, beautiful pools and white sand beaches
Join us for a meet & greet to meet your fellow Tropickle travelers (with drink in hand, if preferred)
DayS 2-5
DayS 2-5
Daily open play on courts reserved just for us, with minimal wait times (if any), between games. Split by skill level when we can (depending on headcount/skill levels)
Continue to enjoy unlimited food/drinks and daily/nightly entertainment, and other sports/games/activities offered by the resort
2 mini-tournaments - One 'mix-n-match' (random partner each round), one 'choose your own partner' (or get assigned). All tournaments are 'gender blind' (teams can be any genders). And win some cool prizes!
Social events just for our group (cocktail hour, trivia, beach day, etc.)
Last day: Go home happy, a bit more tan than when you started, and somehow simultaneously exhausted and completely relaxed.
What's included?
What's included?
Our AWESOME rates cover everything but flights and travel insurance. Just bring your paddle and we'll take care of the rest. The resort includes unlimited food and drinks, daily and nightly entertainment, theme nights, Wi-Fi, water/land sports, games, and all kinds of fun. Airport transportation is included!
Additional inclusions: Privately rented courts for 2 tournaments (with prizes) and daily open play for our group, free t-shirt and other swag, 3 pickleballs per person, meet & greet with your fellow players, and one or two other group social and/or pickleball events (pickleball trivia!).
>See FAQ for more details
Rooms: We've got 18 rooms available for this trip. Our rates are the lowest you'll find for a pickleball trip.
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