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Ultimate 5-Day Adventure in Clearwater, Florida Itinerary
Last updated: 2024 Jun 14Coastal Cruises and Marine Encounters
Morning
Start your day with a hearty breakfast at Clear Sky Cafe before embarking on the "Madeira Beach Pirate Adventure Cruise with Beer and Wine" Madeira Beach Pirate Adventure Cruise with Beer and Wine. Enjoy the swashbuckling fun and scenic views of the Gulf of Mexico.
Afternoon
For lunch, head to Frenchy's Rockaway Grill and savor their famous Grouper Sandwich. Afterward, take the "Clearwater Dolphin Exploration Tour" Clearwater Dolphin Exploration Tour to observe these magnificent creatures in their natural habitat.
Evening
As the sun sets, indulge in a delightful dinner at Caretta on the Gulf while overlooking the ocean. Afterward, experience the "Clearwater Sunset Celebration Cruise" Clearwater Sunset Celebration Cruise and witness the stunning colors of the sky as you cruise along the coast.
Bedtime
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Madeira Beach Pirate Adventure Cruise with Beer and Wine
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Clearwater Cruise with Guaranteed Dolphin Sightings
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Clearwater Sunset Celebration Cruise
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Island Adventures and Kayaking
Morning
Enjoy a leisurely breakfast at Bob Heilman's Beachcomber before heading to "Caladesi Island" Caladesi Island, known for its pristine beaches and nature trails. Take a ferry to the island and spend the morning exploring its natural beauty.
Afternoon
For lunch, visit Palm Pavilion Beachside Grill & Bar and try their famous Fish Tacos. Afterward, embark on the "Kayaking clear through Clearwater" Kayaking clear through Clearwater for an adventurous afternoon on the water.
Evening
After a day of adventure, unwind with a sunset dinner at Tate Island Grill at Sandpearl Resort. Then, take a relaxing "Suncoast Sailing Day/Sunset Experience" Treasure Island, FL Suncoast Sailing Day/Sunset Experience and enjoy the serenity of the open sea.
Bedtime
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Caladesi Island
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Clearwater Guided Kayaking Tour
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Treasure Island, FL Suncoast Sailing Day & Sunset Cruise
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Art, Culture, and Culinary Delights
Morning
Start your day with a delicious breakfast at Bobby's Bistro & Wine Bar. Then, explore the vibrant art scene of St. Petersburg with the "St. Petersburg, FL Sightseeing & Murals Electric Bike Tour" St. Petersburg, FL Sightseeing & Murals Electric Bike Tour.
Afternoon
For lunch, head to Island Way Grill and enjoy their fresh seafood offerings. Afterward, visit the "Imagine Museum" St. Petersburg, FL Imagine Museum Admission Ticket to immerse yourself in the world of contemporary glass art.
Evening
Indulge in a sophisticated dinner at Sea-Guini Restaurant at Opal Sands Resort and savor their Italian-inspired cuisine. Afterward, experience the "Twilight Sip and Dine St. Petersburg" Twilight Sip and Dine St. Petersburg for a delightful evening of wine and fine dining.
Bedtime
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St. Petersburg, FL Sightseeing & Murals Electric Bike Tour
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St. Petersburg, FL Imagine Museum Admission Ticket
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Twilight Sip and Dine St. Petersburg
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Dolphin Watching and Culinary Exploration
Morning
Enjoy a leisurely breakfast at Slyce Madeira Beach Pizzeria before embarking on the "Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise" Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise. Observe the playful dolphins in their natural habitat.
Afternoon
For lunch, visit Rumba Island Bar & Grill - Clearwater Beach and try their Caribbean-inspired dishes. Afterward, explore the "Clearwater Marine Aquarium" Clearwater Marine Aquarium and learn about the marine life conservation efforts.
Evening
Indulge in a memorable dinner at Columbia Restaurant, known for its Spanish cuisine and historic ambiance. Afterward, take the "St. Pete Beach Dolphin Racer Cruise by Speedboat" St. Pete Beach Dolphin Racer Cruise by Speedboat for an exhilarating ride along the coast.
Bedtime
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Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise
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Clearwater Marine Aquarium
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St. Pete Beach Dolphin Racer Cruise by Speedboat
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Nature, History, and Farewell
Morning
Start your day with a delightful breakfast at Salt Cracker Fish Camp. Then, explore the natural beauty of "Honeymoon Island" Honeymoon Island and "Sand Key Park" Sand Key Park. Take a leisurely walk and enjoy the serene surroundings.
Afternoon
For lunch, head to Gondolier Pizza Italian Restaurant and enjoy their authentic Italian pizzas. Afterward, visit the "Tarpon Springs Scavenger Hunt" Tarpon Springs Scavenger Hunt for a fun and interactive experience in this historic Greek community.
Evening
Conclude your adventure with a farewell dinner at Crabby Bill's Clearwater Beach and reminisce about your unforgettable trip. Reflect on your experiences and make plans to return to this beautiful coastal paradise.
Bedtime
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Honeymoon Island
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From Tel Aviv Jerusalem Old & New City Bus Tour
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Tarpon Springs Scavenger Hunt
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