Come level up your pickleball game while enjoying paradise.
Pickleball in Paradise Vacations is headed to Montego Bay, Jamaica for our inaugural trip to Sandals Montego Bay with John and Leesa Walker. They are excited to welcome players to our latest pickleball destination! You will be spending 5 days at this beautiful resort. Know that you will leave a much better player with these two exceptional coaches at the lead. Join us on the ultimate all-inclusive pickleball vacation!
Pickleball in Paradise will help you decide which room category is best for you, provide step-by-step instructions on the airport and resort transfers, instruct you on what to pack, and show you all of the fun activities you can enjoy when not on the pickleball court.
Meet Your Pros
John and Leesa Walker
John & Leesa are a dynamic duo who are most commonly described by the adjective PASSION! Both are Master Certified IPTPA instructors, the highest certification available. Leesa is Director at Pickleball Charlotte where she oversees instructional programming, leagues & competitive events. John is a lead instructor at Pickleball Charlotte and a frequent medalist in tournament play. John and Leesa are Brand Ambassadors for Paddletek. They often travel locally and abroad to share their passion and expertise of the great sport of pickleball!
Included in Your Stay
- Pickleball Instruction/Tournament
- 5 Star All-inclusive luxury resort accommodations
- Gourmet Dining: all food and beverages
- Unlimited premium drinks and cocktails
- Water and Land sports
- Fitness center
- Multiple restaurants
- Daily activities and nightly entertainment
- Transfers to and from the airport
- Private Cocktail Party
- Private Beach Farewell Dinner
- Most Gratuities
NOT Included in Your Stay
- Airfare
- Travel Insurance
- Gratuities for Butlers and shuttle drivers
Location and Accommodations
Crystal Lagoon Honeymoon Oceanview Luxury Room with Balcony Tranquility Soaking Tub
Located on the second and third floors of the Seagrapes building, and the first and second floor of Almonds building these rooms feature our signature Tranquility Soaking Tub for two on a private balcony. This romantic escape is adorned with refined interior touches such as custom-built furnishings, a plush king-sized bed, and a large HD Smart TV. In addition, you’ll find tasteful, contemporary accents like a spa-inspired bathroom with a custom back-lit mirror, a long-vessel double sink, and a spacious walk-in shower. For your refreshments, your room includes Robert Mondavi varietal wines and a refrigerator stocked with bottled water, juice, soda, and local beer.
ROOM VIEW: Oceanview, Pool, Tropical Garden
Prices $4698 ($2349 per person, based upon double occupancy) for a Crystal Lagoon Honeymoon Oceanview Luxury Room with Balcony Tranquility Soaking Tub
Optional Upgrades
- Room upgrades (based on availability)
- Butler service
- Private airport transfer
- Expedited airport services
- Extra nights at the resort at a discounted rate
- Island excursions
Private Lessons
Private lessons may be available. We will only schedule 2 hours of private lessons each day, so we encourage you to book in advance.
To get more details about all possible upgrades, pricing, and availability as well as to schedule private lessons, please email travel@pickleballinparadise.com or submit the inquiry form below.
Trip FAQ’s
Do you want to improve your game from some of the best instructors around, watching as they demo a new skill or drill and then coach you while you attempt to model it? A clinic trip sounds like a good fit.
Our clinic trips feature three hours of scheduled pickleball activity each day except on arrival and departure days. On arrival and departure day, you are welcome to use the courts but there are no scheduled clinics. Clinic mornings feature a minimum of two hours of clinics taught by our fantastic Pros, followed by an hour of Open Play, with the Pros mixing in with clinic participants. The clinics are separated in the best way possible, determined by our wise Pros, to accommodate a variety of skill levels. Each Pro writes their own agenda for the clinic topics so we do not have that until approximately one month prior to departure . However, rest assured you will learn lots from our talented group of instructors! Go home with new skills to show off along with your tan lines!
The final full day of the clinic trip is a round robin. The Pros will divide you into groups and set you up in matches. Lots of fun rotating among the courts!
Yes! Many of our guests arrive early or stay late to enjoy all the amenities our gorgeous resorts offer. We are pleased to help you save some money, too, by offering you the group rate we have negotiated with the resort.
No! Vaccination requirements have been lifted for all of our current destinations.
Sandals Resorts offer only one king bed in all of their rooms. However, we can request a rollaway for your room. If two beds are important to you, please consider one of our trips to Beaches Turks and Caicos. Beaches Turks and Caicos rooms offer both king beds and double queen bed rooms.
We highly encourage you to purchase travel insurance. After you have made your deposit and completed your client tasks on our portal, we send you travel insurance quotes from Allianz, a highly respected agency.
Yes! The resorts we use are luxury resorts that cater to anyone who is looking for fun in the sun. There is so much to do at the resort that you can easily fill your day and night without stepping foot on the pickleball court. Those looking for some relaxing down time will find that here too! The lounge chairs throughout the properties, both on the beach and at the pools, offer plenty of places for some R&R.
Discounts are not offered to non-players for the simple reason that we do not charge anything extra for our pickleball clinics or tournaments. All of our guests get a fantastic rate with lots of extra special touches, such as a private dinner on the beach for our group, a private cocktail reception for our group, a Meet & Greet, and a Welcome Bag. Pickleball is included for FREE!
A deposit of $400 is required to secure your room for your Pickleball in Paradise vacation.
- In the event that you need to cancel your trip, $200 of the deposit is refundable 95 days before your departure. Or, if you are unable to keep the reservation for your originally booked dates but would like to change to a different trip, the full deposit amount may be transferred to another Pickleball in Paradise trip through Straight Away Travel in the same calendar year.
- 95 days before the trip – the full balance for the trip is due.
- 95 days before the trip – all payments are nonrefundable.
VIP Extras Included with Every Pickleball in Paradise Trip
- Discounted group rate for a luxury all-inclusive vacation
- Stress-free planning at no cost to you (when you book through Pickleball in Paradise we take care of every detail and you get discounted group rates that are cheaper than if you would have booked the trip online.)
- Meet & Greet with the Pros on the first evening of your trip
- Private cocktail reception with a selection of appetizers
- Private beach dinner for the group
- Welcome Bag for each guest with a Pickleball in Paradise T-Shirt, Pickleball in Paradise Luggage Tags
- 5 X 7 group photo
- and so much more!
