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Caribbean Cruises with Holland America & Exclusive Group Benefits

Caribbean Cruises with Holland America & Exclusive Group Benefits

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Caribbean

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Caribbean

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Group Travel

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Group Travel

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7-21 Days

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7-21 Days

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From CAD $1,400

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From CAD $1,400

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Handpicked for You

Handpicked for You

Play under the Caribbean sun, enjoy time on the court, and relax together at sea. It’s an easy, social way to travel—designed for clubs and groups of friends who want to play, unwind, and spend time together, without overcomplicating the planning.
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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.

Whats Included
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Pickleball courts ready to use onboard

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Pickleball courts ready to use onboard

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Equipment and balls provided

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Equipment and balls provided

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Optional lessons and group play

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Optional lessons and group play

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Dining, drinks, Wi-Fi, and shore excursion credi

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Dining, drinks, Wi-Fi, and shore excursion credi

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A full beach day at a private island stop

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A full beach day at a private island stop

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Easy group travel with flexible cabin options

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Easy group travel with flexible cabin options

Whats Included
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Pickleball courts ready to use onboard

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Equipment and balls provided

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Optional lessons and group play

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Dining, drinks, Wi-Fi, and shore excursion credi

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A full beach day at a private island stop

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Easy group travel with flexible cabin options

Moments Along the Way

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