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Roam Around

Clearwater Beach Adventure and Relaxation Itinerary

Last updated: 2024 Jun 14

Beach Day and Sunset Cruise

Morning

Start your day with a delicious breakfast at Clear Sky Cafe, known for its great food and beach views. After breakfast, head to Clearwater Beach for a relaxing morning by the ocean. Enjoy the white sand and clear waters, and if you're feeling adventurous, you can try activities like parasailing or jet skiing.

Afternoon

For lunch, savor the fresh seafood at Crabby Bill's Clearwater Beach. Afterward, continue your beach day with more relaxation or water sports. In the afternoon, take a break from the sun and explore the local shops and boutiques along the beach.

Evening

In the evening, experience a magical sunset cruise. Book a cruise with a local provider like Little Toot Dolphin Adventures, known for its dolphin sightings. Enjoy the sea breeze and the stunning views as the sun sets over the Gulf of Mexico. For dinner, indulge in a waterfront dining experience at Caretta on the Gulf.

Bedtime

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Water Sports and Coastal Dining

Morning

Today, get your adrenaline pumping with some water sports. You can start with a morning session of paddleboarding or kayaking along the coast. Afterward, relax on the beach and soak up the sun.

Afternoon

For lunch, try the unique flavors of Hawaiian-inspired cuisine at Jimmy Hula's Clearwater Beach. After lunch, continue your water adventures with activities like snorkeling or a boat tour.

Evening

In the evening, enjoy a beachfront dinner at Frenchy's Rockaway Grill, a local favorite known for its seafood. After dinner, take a leisurely walk along the beach and enjoy the vibrant atmosphere of Clearwater Beach at night.

Bedtime

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Island Exploration and Sunset Dining

Morning

Take a break from the beach and spend the morning exploring the nearby islands. Book a ferry or boat tour to visit Caladesi Island State Park or Honeymoon Island State Park. Enjoy the natural beauty and wildlife of the area.

Afternoon

For lunch, have a casual meal at Taco Bus Clearwater Beach, known for its authentic Mexican cuisine. After lunch, you can relax on the beach or explore more of the island.

Evening

As the sun begins to set, have a memorable dining experience at Island Way Grill, known for its fresh seafood and waterfront views. After dinner, take a romantic sunset stroll along the shore.

Bedtime

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Relaxation and Local Eats

Morning

Enjoy a leisurely morning with a beachfront breakfast at Palm Pavilion Beachside Grill & Bar. Take your time and savor the delicious food and the beautiful ocean views.

Afternoon

Spend the afternoon relaxing on the beach or pampering yourself at a local spa. Treat yourself to a massage or a facial to rejuvenate your body and mind.

Evening

For dinner, try the Italian cuisine at Gondolier Pizza Italian Restaurant, a cozy spot with a diverse menu. After dinner, take a moonlit walk on the beach and enjoy the peaceful atmosphere.

Bedtime

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Farewell to Clearwater Beach

Morning

On your last morning in Clearwater Beach, have a delightful breakfast at Clear Sky Cafe or Salt Cracker Fish Camp, two local favorites. After breakfast, take a final stroll on the beach and collect seashells as souvenirs.

Afternoon

Spend your last afternoon shopping for gifts and mementos at the souvenir shops and boutiques near the beach. Pick up some local artwork or handmade jewelry to remember your time in Clearwater Beach.

Evening

End your trip with a memorable dinner at Columbia Restaurant Sand Key, where you can enjoy a taste of Spanish cuisine and a lively atmosphere. Raise a toast to your Clearwater Beach adventure and savor the last moments of your vacation.

Bedtime

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