Experience the Ultimate Alaskan Pickleball Adventure at Sea!

Join Calvin Page on a 7-Day Alaskan Pickleball Cruise aboard Royal Caribbean’s Anthem of the Seas!

This isn’t just any Alaskan cruise—it’s a pickleball lover’s dream!

Enjoy the luxury of Royal Caribbean’s Anthem of the Seas, with world-class dining, entertainment, and amenities.

Plus, we’ve reserved three indoor pickleball courts for exclusive play!

Join Calvin Page and Sherry Paterick Keith on an unforgettable 7-day Alaskan Pickleball Cruise aboard Royal Caribbean’s Anthem of the Seas, sailing round trip from Seattle, WA.

Play, explore, and enjoy breathtaking Alaskan landscapes while perfecting your pickleball game with expert coaching!

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: September 7, 2026

To: September 14, 2026

Instructor

Sherry Paterick Keith

What's Included In Your Pickleball Vacation

Exclusive Indoor Courts: Reserved for two mornings during the cruise.

Instruction & Drills with Our Coaches: Hone your skills with expert coaching.

September 12, 2026 | 7:00 AM – 10:00 AM
September 13, 2026 | 7:00 AM – 10:00 AM

Bonus Play in Seattle: Optional pre-cruise pickleball session on September 6, 2026.

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: September 7, 2026

To: September 14, 2026

Sherry Paterick Keith

Meet Sher, Pickleball instructor and Certified IPTPA Instructor Level II. With over 15 years of experience playing and competing in pickleball, She has won medals in numerous tournaments across California and Colorado. As a dedicated ambassador of the sport and coach, she has taught in CA, CO, PA, AZ and even Stockholm, Sweden! Beyond competition, She has served on the Southwest Colorado Pickleball Association board in Durango for 2 ½ years and helped organize the town’s inaugural tournament. Whether you’re a novice or a seasoned player, her energetic and encouraging teaching style will ignite your pickleball potential.

Trip Dates

Luxurious Accommodations

Incredible Destinations

Sitka, Alaska

Experience the best of off-the-path Alaska—kayak alongside sea otters, fish for giant halibut, or explore the rich indigenous culture and wildlife of this stunning town.

Skagway, Alaska

Step back in time to the Klondike Gold Rush era! This historic town is packed with adventure, from scenic train rides to thrilling outdoor excursions.

Juneau, Alaska

Alaska’s remote capital is a nature-lover’s paradise. Go whale watching, pan for gold, or hike through breathtaking glaciers and rainforests.

Pricing & Accommodations

Choose from a variety of cabin options to suit your budget and preferences:

$1,426.46 – $2,155.96 per person (based on double occupancy and cabin category)
Pricing includes accommodations, dining, onboard activities, and pickleball sessions
Deposit and payment plans available

Book now and get ready for the ultimate adventure at sea.

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!

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.

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!