Pickleball Meets Paradise,
Where Every Match Ends with a Pacific sunset!
Pickleball Passion Meets Paradise
If you love pickleball and you love a great vacation, this is your perfect match!
Imagine playing your favorite sport steps from the ocean — with stunning sunsets over the Pacific or gentle breezes from the Caribbean Sea. Our pickleball trips bring you the best of both worlds: an all-inclusive luxury vacation and the chance to play, learn, and laugh on the court with new and old friends.
Whether you’re just learning the game or a 4.5-level player, you’ll enjoy a trip that’s as relaxing as it is unforgettable.
Why Travel With Drinkwater Travel
We make your pickleball getaway completely stress-free with our concierge service that is at no cost to you. You’re always the VIP to us, and we take care of every detail — from booking and planning to all the little extras that make your vacation shine.
What You Can Expect and What Is Included:
🛎️ Personalized service Your dedicated travel specialist will provide peace of mind by handling every detail and accompanying your group throughout the journey.
🌴 Luxury all-inclusive resorts in the Caribbean, Mexico, and beyond
🎾 On-site coaching and clinics with certified instructors and pros during reserved times
🌅 Daily play and evening resort fun — reserved court times, open play, tournaments, social mixers, and more
🍹 Exclusive Drinkwater Travel VIP touches, including:
Welcome bag with T-shirt and fun surprises
Airport Transfers
Meet & Greet with the instructors and players
Private cocktail reception with appetizers
Digital group photo to capture the memories
Special group dinner to celebrate your time in paradise
Nightly Resort Entertainment
Free time to relax and have fun
Fine dining at gourmet restaurants & premium alcohol
Unlimited Fine Dining at all Restaurants
Unlimited Premium Brand Drinks at all Resort Bars
Room Service
Refrigerator with Beer, Soda, Juice and Water in your room
💰🏝️ $200 per day / per room resort credit (The credits are valid only for the activities specified: for the SPA, they apply to certain services, are subject to availability, and cannot be combined with other discounts or promotions. For BOWLING, credits may be used at any time during opening hours, subject to availability, and age restrictions may apply. For GOLF, credits can be applied to green fees and shared carts, but not to ProShop products or equipment rentals, rider fees, or other charges. They apply only to regular-price rounds (including green fee, twilight fee, and junior fee), are subject to space and availability, exclude transportation to and from the course, and cannot be used for tournaments. For the BEAUTY SALON, credits are valid only for selected services. - TERMS & CONDITIONS: A service fee of 35% will be applied to all services or activities under the Inclusion Resort Credit program, and this fee cannot be covered with promotional credits.)
🪨 Optional Excursion to The famous arch in Los Cabos El Arco (additional cost)
What is Not Included:
✈️ Flights
📋 Visitor’s “Embrace IT” Tourism Form - approximately $25.00 US
🛂 Passport
Pickleball Destinations
What does vacation in paradise mean to you?
Think plan trees swaying in the breeze, soft while sand under your feet, and the sound of the ocean waves in the background, all while making memories.
Our pickleball vacations blend the thrill of improving your game with pure relaxation — poolside lounging, ocean dips, cocktails at sunset, and friendships that last long after you’ve returned home.
We’ve partnered with top-rated all-inclusive resorts across the Caribbean and Mexico to create the ultimate pickleball escape.
Explore our most popular destinations below — and get ready to play, relax, and recharge in paradise!