




Caribbean Cruises with Holland America & Exclusive Group Benefits
Caribbean Cruises with Holland America & Exclusive Group Benefits

Caribbean

Caribbean
Group Travel
Group Travel
7-21 Days
7-21 Days
From CAD $1,400
From CAD $1,400


Handpicked for You
Handpicked for You


Where the Game Meets the Journey
There are dedicated pickleball courts onboard, equipment ready to go, and lessons available if you want to improve your game. Whether it’s a casual hit, a round robin, or a friendly club tournament, everything is right there—no organising needed.
In between games, you’ve got the Caribbean doing its thing—warm weather, easy island stops, time by the pool, and relaxed evenings together. Stay active or take it slow—it’s entirely up to you.
Why It Works So Well for Pickleball Groups
You don’t have to organise every detail—just bring your group and your paddles (or don’t, they’ve got you covered).
Official PPA-backed pickleball courts on board
Equipment and balls provided, plus optional lessons
Plenty of opportunity to set up your own friendly club tournament at sea
Easy group travel with space for clubs, couples, and friends
Holland America’s Have It All package (shore excursions, dining, drinks, Wi-Fi)
A full beach day at Half Moon Cay, their private island in the Bahamas
Sailings from 7 to 21 days from convenient Florida ports
It’s a relaxed, social way to travel—where the game you love is part of the experience, not something you have to plan around.
Making It Easy
Planning a group trip doesn’t have to be complicated. Your cruise, flights, transfers, and pre- or post-cruise stays can all be arranged together, so everything runs smoothly from the moment you leave home. It’s a simple, stress-free way to travel—especially with a group.
Where the Game Meets the Journey
There are dedicated pickleball courts onboard, equipment ready to go, and lessons available if you want to improve your game. Whether it’s a casual hit, a round robin, or a friendly club tournament, everything is right there—no organising needed.
In between games, you’ve got the Caribbean doing its thing—warm weather, easy island stops, time by the pool, and relaxed evenings together. Stay active or take it slow—it’s entirely up to you.
Why It Works So Well for Pickleball Groups
You don’t have to organise every detail—just bring your group and your paddles (or don’t, they’ve got you covered).
Official PPA-backed pickleball courts on board
Equipment and balls provided, plus optional lessons
Plenty of opportunity to set up your own friendly club tournament at sea
Easy group travel with space for clubs, couples, and friends
Holland America’s Have It All package (shore excursions, dining, drinks, Wi-Fi)
A full beach day at Half Moon Cay, their private island in the Bahamas
Sailings from 7 to 21 days from convenient Florida ports
It’s a relaxed, social way to travel—where the game you love is part of the experience, not something you have to plan around.
Making It Easy
Planning a group trip doesn’t have to be complicated. Your cruise, flights, transfers, and pre- or post-cruise stays can all be arranged together, so everything runs smoothly from the moment you leave home. It’s a simple, stress-free way to travel—especially with a group.
Pickleball courts ready to use onboard
Pickleball courts ready to use onboard
Equipment and balls provided
Equipment and balls provided
Optional lessons and group play
Optional lessons and group play
Dining, drinks, Wi-Fi, and shore excursion credi
Dining, drinks, Wi-Fi, and shore excursion credi
A full beach day at a private island stop
A full beach day at a private island stop
Easy group travel with flexible cabin options
Easy group travel with flexible cabin options
Pickleball courts ready to use onboard
Equipment and balls provided
Optional lessons and group play
Dining, drinks, Wi-Fi, and shore excursion credi
A full beach day at a private island stop
Easy group travel with flexible cabin options
Moments Along the Way




