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Ultimate 8-Day Clearwater, Florida Adventure Itinerary
Last updated: 2024 Jun 14Beachside Bliss and Marine Marvels
Morning
Kick off your Clearwater adventure with a hearty breakfast at Palm Pavilion Beachside Grill & Bar, where you can enjoy the ocean view. After breakfast, head to the pristine Clearwater Beach for a relaxing morning by the turquoise waters and sugary sand.
Afternoon
For lunch, savor the seafood at Crabby's Bar & Grill Clearwater. Post-lunch, visit the famous Clearwater Marine Aquarium, home to Winter the dolphin from the movie "Dolphin Tale." Spend the afternoon learning about marine life and rehabilitation efforts.
Evening
As the sun sets, dine at Shephard's Tiki Beach, known for its tropical ambiance and live music. After dinner, take the Clearwater Sunset Celebration Cruise to witness the stunning Gulf Coast sunset from the water.
Bedtime
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4.64Clearwater Beach
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4.64Clearwater Beach
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4.67Clearwater Marine Aquarium
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4.67Clearwater Marine Aquarium
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Island Hopping and Kayaking Adventure
Morning
Enjoy a breakfast with a view at Sandbar on Clearwater Beach. Post-breakfast, set out for an island-hopping adventure. Start with a visit to Caladesi Island, known for its unspoiled beauty and nature trails.
Afternoon
Have a picnic lunch on Caladesi Island, and then take a short boat ride to Honeymoon Island. Spend the rest of the afternoon exploring the island's beaches and spotting wildlife.
Evening
Return to Clearwater and dine at Clear Sky on Cleveland, offering a diverse menu in a vibrant setting. After dinner, take a leisurely stroll at Sand Key Park to end the day.
Bedtime
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5.00Caladesi Island
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5.00Caladesi Island
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5.00Honeymoon Island
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5.00Honeymoon Island
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Thrilling Speedboat and Sunset Delights
Morning
Start with breakfast at RockHouse Live Clearwater, a rock 'n' roll-themed venue. Afterward, get ready for an adrenaline-pumping experience with the St. Pete Beach Dolphin Racer Cruise by Speedboat.
Afternoon
For lunch, head to Surfside Taphouse for a laid-back beachside meal. Post-lunch, enjoy a serene afternoon at Sim Center, where you can experience virtual reality and flight simulation.
Evening
Dine at Windward Bar & Grille and then take a unique Twilight Sip and Dine St. Petersburg tour, which includes a visit to the Imagine Museum and a delightful dining experience in St. Petersburg.
Bedtime
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4.46St. Pete Beach Dolphin Racer Cruise by Speedboat
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4.46St. Pete Beach Dolphin Racer Cruise by Speedboat
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5.00Sim Center
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5.00Sim Center
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Dolphin Watching and Eco-Friendly Cruising
Morning
Have breakfast at Jimmy's Fish House & Iguana Bar, known for its waterfront dining. Afterward, embark on the Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise to observe dolphins in their natural habitat.
Afternoon
Return to Clearwater for lunch at Okeefe's Tavern, a local favorite. Spend a relaxing afternoon at Sand Key Park, one of the area's most beautiful and peaceful beach parks.
Evening
Enjoy a delightful dinner at Dock's Pool Bar and Grille, followed by a leisurely walk at Clearwater Beach to take in the evening ambiance.
Bedtime
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4.73Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise
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4.73Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise
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4.21Sand Key Park
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4.21Sand Key Park
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Kayaking and Cultural Exploration
Morning
Start your day with breakfast at Abe's Place Tap & Grill, a casual spot with a diverse menu. Afterward, experience the serene beauty of the area with the Kayaking clear through Clearwater activity.
Afternoon
Refuel with lunch at Chili's Grill & Bar, offering familiar favorites. Spend your afternoon exploring the Tarpon Springs Guided Anclote River Kayaking Tour, where you can paddle through mangroves and spot wildlife.
Evening
Head back to Clearwater for dinner at WingHouse Bar & Grill, known for its wings and sports bar atmosphere. Cap off the evening with a visit to Tampa US/ North Americas eSIM Roaming Mobile Data Plan to ensure you stay connected on your adventures.
Bedtime
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4.67Kayaking clear through Clearwater
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4.67Kayaking clear through Clearwater
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4.71Tarpon Springs Guided Anclote River Kayaking Tour
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4.71Tarpon Springs Guided Anclote River Kayaking Tour
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Private Tours and Local Flavors
Morning
Enjoy a breakfast at Jimmy's On The Edge, offering stunning views of the water. Today, indulge in a Clearwater Beach Private Pontoon Tours for a personalized and luxurious experience on the water.
Afternoon
After the tour, have a laid-back lunch at Coco's Crush Bar North Beach. Spend your afternoon at ONLY minivan tour in Tampa Bay area you will never forget!, exploring the highlights of the region with a knowledgeable guide.
Evening
Return to Clearwater for dinner at Hogan's Hangout, a local gem. Afterward, take a relaxing Gulf of Mexico Sunset Boat Tour to unwind and enjoy the coastal views.
Bedtime
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5.00Clearwater Beach Private Pontoon Tours
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5.00Clearwater Beach Private Pontoon Tours
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ONLY minivan tour in Tampa Bay area you will never forget!
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ONLY minivan tour in Tampa Bay area you will never forget!
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Art, Biking, and Culinary Delights
Morning
Start with breakfast at Coco's Crush Bar Original, and then head to St. Petersburg for a St. Petersburg, FL Sightseeing & Murals Electric Bike Tour. Explore the city's vibrant arts scene and enjoy the beautiful murals.
Afternoon
After the bike tour, have lunch at Toucans Bar & Grill in St. Petersburg. Spend the rest of the afternoon at the St. Petersburg, FL Imagine Museum Admission Ticket, where you can admire a stunning collection of contemporary glass art.
Evening
Return to Clearwater for dinner at Clear Sky on Cleveland, and then take a relaxing Treasure Island, FL Suncoast Sailing Day/Sunset Experience to cap off the day with a beautiful sunset on the water.
Bedtime
Find amazing hotels in Clearwater.
5.00St. Petersburg, FL Sightseeing & Murals Electric Bike Tour
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5.00St. Petersburg, FL Sightseeing & Murals Electric Bike Tour
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4.80St. Petersburg, FL Imagine Museum Admission Ticket
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4.80St. Petersburg, FL Imagine Museum Admission Ticket
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Farewell to Clearwater
Morning
Enjoy your final breakfast at Clear Sky on Cleveland, and then take a morning stroll at Clearwater Beach to soak in the last moments of the beach atmosphere.
Afternoon
For lunch, visit Salty's Island Bar & Grille for a taste of island-inspired dishes. Afterward, spend some time at the Sim Center for a fun and interactive experience.
Evening
Dine at WingHouse Bar & Grill for a casual and lively dinner, and then head to Gulf of Mexico Sunset Boat Tour for a memorable farewell to Clearwater with a beautiful sunset cruise.
Bedtime
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4.64Clearwater Beach
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4.64Clearwater Beach
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5.00Sim Center
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5.00Sim Center
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