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Roam Around

Ultimate Clearwater Beach and Beyond Experience Itinerary

Last updated: 2024 Jun 14

Sun, Sand, and Seafood Delights

Morning

Start your Clearwater adventure with a delicious breakfast at Clear Sky Cafe, known for its vibrant atmosphere and great food. After breakfast, head to Clearwater Marine Aquarium to meet Winter the Dolphin.

Afternoon

For lunch, savor the fresh seafood at Palm Pavilion Beachside Grill & Bar, a beachfront favorite. Post lunch, relax at the award-winning Clearwater Beach. Enjoy the white sand and clear waters.

Evening

In the evening, experience a spectacular sunset dinner at Caretta on the Gulf, offering stunning views and exquisite cuisine.

Bedtime

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4.67
Clearwater Marine Aquarium
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4.64
Clearwater Beach
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Dolphin Encounters and Island Exploration

Morning

Enjoy a morning of donuts and dolphins on the Clearwater Beach Dolphins & Donuts Morning Cruise. After the cruise, visit the unspoiled natural beauty of Caladesi Island.

Afternoon

Have a leisurely lunch at Bobby's Bistro & Wine Bar, known for its charming ambiance. Spend the afternoon kayaking through the mangroves with a Kayaking clear through Clearwater tour.

Evening

For dinner, indulge in a delightful meal at Basimo Beach Cafe and Market Place, a hidden gem with a focus on local ingredients.

Bedtime

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3.83
Clearwater Beach Dolphins & Donuts Morning Cruise
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5.00
Caladesi Island
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Aquatic Adventures and Winery Delights

Morning

Embark on an eco-friendly Clearwater Dolphin Exploration Tour to learn about the local marine life. After the tour, visit the Clearwater; Aspirations Winery Tour and Tasting Experience for a unique wine tasting.

Afternoon

Enjoy a late lunch at Salt Cracker Fish Camp, known for its Southern cuisine. Spend the rest of the afternoon at the Clearwater Eco-Certified Marine Aquarium General Admission.

Evening

For dinner, try the innovative dishes at Basimo Beach Cafe and Market Place, a local favorite for its creative menu.

Bedtime

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4.19
Clearwater Dolphin Exploration Tour
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3.33
Clearwater; Aspirations Winery Tour and Tasting Experience
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Boat Cruises and Sunset Views

Morning

Start your day with a refreshing breakfast at Clear Sky Cafe. Then, embark on the Clearwater Beach Dolphin and Sandbar Boat Cruise for a morning of dolphin watching and island hopping.

Afternoon

Have a casual lunch at Frenchy's Rockaway Grill, a classic beach spot. After lunch, relax at Sand Key Park.

Evening

Enjoy a sunset dinner at Crabby Bill's Clearwater Beach, a local institution known for its seafood.

Bedtime

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4.75
Clearwater Beach Dolphin and Sandbar Boat Cruise
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4.21
Sand Key Park
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Island Hopping and Culinary Delights

Morning

Take a private Private Boat Tour, Sunset Cruise, Island Hopping and more! to explore the hidden gems of the area.

Afternoon

Enjoy a gourmet lunch at Island Way Grill, known for its fresh seafood and waterfront views. Spend the afternoon at Honeymoon Island, a perfect spot for swimming and beachcombing.

Evening

For dinner, experience the flavors of Italy at Forlini's Ristorante & Bar - Dunedin, FL., a short drive from Clearwater.

Bedtime

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5.00
Private Boat Tour, Sunset Cruise, Island Hopping and more!
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5.00
Honeymoon Island
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Sailing and Sunset Serenity

Morning

Embark on a Treasure Island, FL Suncoast Sailing Day & Sunset Cruise for a day of relaxation on the water.

Afternoon

Enjoy a late lunch at Slyce Madeira Beach Pizzeria, known for its artisanal pizzas. After lunch, explore the shops and galleries at John's Pass Village.

Evening

Watch the sunset with a cocktail at Rumba Island Bar & Grill - Clearwater Beach, followed by a dinner at Gondolier Pizza Italian Restaurant.

Bedtime

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5.00
Treasure Island, FL Suncoast Sailing Day & Sunset Cruise
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Farewell to Clearwater

Morning

On your last day, have a relaxed breakfast at Clear Sky Cafe. Spend the morning at Sand Key Park, enjoying the beach and the natural surroundings.

Afternoon

For a farewell lunch, head to Crabby Bill's Clearwater Beach to savor the local seafood. After lunch, take a leisurely walk along the Clearwater Beach.

Evening

End your trip with a memorable dinner at Caretta on the Gulf, where you can enjoy a final sunset on the Gulf Coast.

Bedtime

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