Max Attendees: 12 Rooms
Experience a luxurious 5 Star All-Inclusive Pickleball Retreat at Sandals Montego Bay.
Secure your room with a $500 refundable deposit.
Pricing on this page is based on staying in the Crystal Lagoon Honeymoon Oceanview Luxury Room with Balcony Tranquility Soaking Tub –
OLX. Other room options available upon request.
Please submit form below to hold your room and be a part of this amazing group filled with people that love the game but love vacation even more!
Unbeatable Value, No Extra Fees
- Enjoy this pickleball retreat at the same cost you would pay if you booked directly with Sandals Resort.
- Gain all the exclusive pickleball inclusions at no extra charge, along with our VibeGetaways professional travel services.
- Let us handle the details while you focus on the fun, competition, and camaraderie in one of the most picturesque destinations on earth.
Alongside structured training sessions, participants will enjoy playtime with personalized coaching and constructive feedback in a comprehensive and enjoyable learning environment. Even those who have never played before will receive a crash course, quickly leveling up and gaining confidence on the court. Whether you’re a seasoned player or new to the game, this getaway promises an unparalleled opportunity to refine your skills in paradise.
Elevate Your Game
- Start each day with two hours of private court time for our group where you’ll sharpen your skills under Gina’s expert guidance.
- Wrap up the day with two additional hours of private court time in the evening with fun open play, featuring exclusive group sessions and plenty of opportunities to play alongside our pro.
- Don’t worry! The courts are open all day long and under the lights in the evening for you to play as much pickleball as you can handle!
What
Pickleball Getaway With Gina Cilento in Montego Bay 2027
When
03/01/2027 - 03/06/2027
Where
Sandals Montego Bay - Montego Bay, Jamaica
Accommodations
- 5 nights at Sandals Montego Bay for as low as $5535* per 2 adults
- 6 nights at Sandals Montego Bay for as low as $6642* per 2 adults
- 7 nights at Sandals Montego Bay for as low as $7707* per 2 adults
Room availability and pricing subject to change until deposit is paid.
Military personnel past and present, firefighters, and police officers get a 10% discount. Thank you for your service!
You must book your room through VibeGetaways to ensure you are in the group.
For personal assistance booking your room contact Trish and Adam by phone at (262) 207-4364 or email trishandadam@vibegetaways.com.
Details
Meet Your Host
Gina Cilento is a top-ranked Senior Pro and a dominant force in competitive pickleball. Sponsored by CRBN Paddles, she is an APP multi-medalist, collecting gold, silver, and bronze across mixed doubles, women’s doubles, and singles on the APP Senior Pro Tour. Gina has also been a top female pick, competing in the National Pickleball League for the 2024 and 2025 seasons, representing both the Indy Drivers and the Denver Iconics. Gina was named female MVP in June for 2025 NPL.
Off the court, Gina brings the same energy and expertise to coaching and community building. She is a highly sought-after instructor with consistently sold-out clinics and co-founder of The Pickleball Lab in Cedarburg, WI, a private indoor training facility. She is also the creator of The Pick, an athleisure apparel line offering stylish, comfortable, pickleball-inspired fashion.
Gina serves as the Director of On-Court Wisdom and Off-Court Content at Empower Pickleball, where she helps produce engaging, educational content for players of all levels. She also co-hosts Keeping It Real with Gina & Neil, an unfiltered podcast that dives into the sport’s most challenging topics while championing the fun and community spirit of pickleball.
In the corporate world, Gina leads dynamic team-building events and curates exclusive pickleball travel experiences through partnerships with Sandals Resorts and Vibe Getaways.
From elite competition to coaching, content creation, and travel experiences, Gina is dedicated to elevating the sport, growing the game, and making pickleball more exciting and inclusive for everyone.
What to expect from lessons
Volleys: punches, rolls, resets, and when to use each
Transition zone: mid-court volleys, resets, and court awareness
Third ball drops & drives: technique, strategy, and placement
Offensive shots: overheads, lobs, and aggressive serves
Defensive shots: volley resets, lob recovery, and strategic serve returns
After working hard on the court we will enjoy the resort and all of its incredible offerings from scuba diving to beach parties to fire dancers and plenty more!
What is included
- Unlimited Fine Dining at all Restaurants
- Unlimited Premium Brand Drinks at all Resort Bars
- Unlimited Land and Water Sports (Scuba Diving, Glass Bottom Boat, Water Skiing, Paddle Boarding, Kayaking, Snorkeling, and More!)
- Nightly Entertainment
- Airport Transfers
- In-Room Stocked Fridge with Beer, Wine, Soda, and Juices
Check Availability
Fill out this quick form and Trish and Adam, a VibeGetaways vacation specialist, will get back to you.
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Or call Trish and Adam at (262) 207-4364
* 10% deposit required.
Prices do not include airfare.
Prices will vary depending on your room category and travel dates.
Please contact Trish and Adam to receive an exact quote.
5-Star Vacation Planning
Booking Online
vs.
Side-by-Side Comparison
| Benefits | Book Online | Book with VibeGetaways |
|---|---|---|
| Lowest price available | ||
| No booking fees | ||
| Personalized one-on-one service until the day you arrive back home | ||
| Help and tips from a professional that has traveled to the resorts | ||
| Peace of mind knowing all the details are taken care of | ||
| Easily make changes to your booking dates, room type, or resorts | ||
| Resort managers will be notified VIP guests are arriving | ||
| Call, email, or text your agent at any time | ||
| Payments made to Sandals directly | ||
| Hold room with no money down | ||
| Personalized help booking airfare & excursions | ||
| Personalized help if there are issues: missed flight, health issue, extreme weather, etc. | ||
| Price watch guarantee: if price goes down after you book we will get you the better price |