Connection To Pickleball Travel



Pickleball Paradise: 7-Day Caribbean Cruise



Join Pickleball Pro, Calvin Page on a Dream Caribbean Getaway!

Set sail on an unforgettable Caribbean Pickleball Cruise with professional coach Calvin Page!

Aboard the brand-new Sun Princess, you’ll enjoy a week of sun, sea, and competitive fun, departing from Ft. Lauderdale, FL, on February 1, 2026, and returning on February 8, 2026.

Whether you’re an experienced player or new to the game, this trip offers an incredible mix of pickleball action and tropical adventure.

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Don't miss out on this one-of-a-kind Pickleball experience. Book a call with our Travel & Pickleball Experts and let us help you book your stay.

Trip Dates
Pickleball Instructor
Calvin Page
From: February 1, 2026
To: February 8, 2026

What's Included In Your Pickleball Vacation

Enhance your game while enjoying breathtaking Caribbean destinations:

  • Classroom Instruction with Calvin Page:  Start your journey with a 1.5-hour expert coaching session to refine your strategy and technique.
  • Exclusive Court Time in Cozumel & Grand Cayman:  Play on private courts with professional lessons, followed by free time to explore these stunning islands.
  • Onboard Open Play:  Enjoy the recreational pickleball courts onboard the Sun Princess, perfect for casual matches and friendly competition throughout the cruise.
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Meet the Coaches

Calvin Page

Calvin comes from a competitive tennis background, playing college tennis at DePauw University in Greencastle, Indiana. He then went on to play competitive paddle tennis in Venice Beach before finding pickleball in the summer of 2022 and has quickly progressed into a high level 5.0 player.

After 10 years of coaching youth tennis, Calvin had a smooth transition into becoming a pickleball instructor. Calvin is certified by the Professional Pickleball Registry (PPR) and has coached independently before joining Santa Monica Pickleball Club.

Calvin is an avid tournament player and also runs our round-robin clinics and Live Ball sessions. His enthusiasm for the game can be heard from across the court. Calvin brings a high energy to his clinics and makes it fun and enjoyable for everyone.

Trip Dates

From: February 1, 2026
To: February 8, 2026

Luxurious Accommodations

Sail in comfort and luxury aboard the Sun Princess, featuring:

  • Prime Accommodations: Choose from Interior, Oceanview, and Balcony Staterooms, all in prime locations on the ship.
  • World-Class Dining: Savor gourmet meals, casual bites, and specialty dining options with breathtaking ocean views.
  • Full-Day Adventure in Roatán: Take a break from the courts and immerse yourself in one of the world’s best snorkeling destinations.
  • Top-Tier Entertainment: Enjoy live shows, music performances, and interactive experiences throughout the cruise.
  • Luxury Amenities: Relax by the pool, visit the onboard spa, or socialize in the ship’s stunning lounges and bars.

 

Pricing & Booking Information

  • Stateroom Options: Interior, Oceanview, and Balcony cabins available.
  • Pricing: Ranges from $1400 – $1800 per person (based on double occupancy and cabin type/location).
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Betsy, George, and Marlys were incredibly warm, welcoming, and always available, ensuring that everyone had fun and got to do exactly what they wanted. Betsy was an excellent trip coordinator—from the initial reservation all the way to the last day. She made sure I had all the necessary information before booking and went above and beyond in sharing key tips to prepare for my first cruising experience, making sure this won’t be my last!
Askshay Pawar
This trip was the best adventure I have ever experienced. Playing pickle on shore with the locals was fantastic! Language was no barrier, all you need are smiles and fingers for score. It was the love of pickleball that brought congeniality to the group. No arrogance just camaraderie. Our friendship will last forever. It was perfectly organized. I would go again.
Betsy H.
This past month I had the honor to be on the Amadeus Star inaugural Pickleball & Classical Danube Riverboat Cruise, from May 18 - 27, 2023. What an amazing time we had, having the opportunity to combine our passions for pickleball and travel. We had a fabulous time with other players, who quickly became friends, as well as talented Hungarian players, including a national champion. This was a first class trip, well organized and executed. Thank you Connection to Cruise and Amadeus Cruises. The Amadeus Star is a beautiful ship, with world class accommodations and service. A voyage of a lifetime!
During our stay in Grand Cayman, we had an absolutely amazing time, especially with the pickleball experience and the stunning famous 7 mile beach beach access. The Locale Resort itself was great! What an amazing time we had, having the opportunity to combine our passions for pickleball and travel. We had a fabulous time with other players, who quickly became friends, as well as talented Hungarian players, including a national champion. This was a first class trip, well organized and executed. Thank you Connection to Cruise and Amadeus Cruises. The Amadeus Star is a beautiful ship, with world class accommodations and service. A voyage of a lifetime!

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