Adventure to the Calypso Breeze Tropical Island Lunch Cruise

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Cruise, Dine & Shop Along Florida’s Beautiful Coast

Set sail aboard the Calypso Breeze for a relaxing and fun-filled day on the water, perfect for seniors 55 and over. Enjoy a tropical buffet menu filled with delicious island-inspired dishes, along with complimentary beer and wine as you cruise the beautiful Florida coastline. After the cruise, spend time exploring the charming boardwalk and the eclectic mix of shops in John’s Pass Village, where you’ll find unique gifts, coastal treasures, and local flair. It’s the ideal blend of cruising, dining, and shopping in a lively waterfront setting!

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A sunny shopping district of John's Pass Village with clothing stores, colorful storefronts, palm trees, parked cars, and a paved pedestrian walkway.
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What’s Included

🎰 Round-trip luxury transportation from your community

🥗 Lunch is a tropical island buffet

🍷 Complimentary Beer, Wine, Rum Punch and Soft Drinks

💰 Time to enjoy shopping and entertainment at your own pace

🤝 On-site coordination by our friendly team

We make it easy. You bring the group—we handle the rest.

Ideal For

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55+ residents who enjoy boating or upscale leisure

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Communities looking for a half-day or full-day excursion

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Groups who want a mix of structured planning and free time

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A social, safe, and fully coordinated group outing in Florida

Important Trip Details

📍 Location: Madeira Beach, FL

🕘 Departure Time: 9:00 AM

🕔 Return Time: approx. 6:30 PM

🧾 Cost per guest: $150

👟 Mobility Notes: Access to the upper decks on all vessels are by stairs only.

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Why Communities Love This Adventure

This trip is a favorite because it blends energy, entertainment, and ease. Residents love the lively atmosphere and lunch with friends, while staff appreciate the seamless coordination and peace of mind.

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