Ultimate Clearwater Adventure: 9 Days of Fun in the Sun Itinerary

Start your day with a hearty breakfast at Bob Heilman's Beachcomber, a local favorite known for its classic American fare. Then, embark on the Clearwater Dolphin Exploration Tour to observe these magnificent creatures in their natural habitat.

For lunch, head to Frenchy's Rockaway Grill for some of the best grouper sandwiches in town. Afterward, take a short ferry ride to Caladesi Island, a pristine barrier island with unspoiled beaches and nature trails.

Enjoy a casual dinner at Rumba Island Bar & Grill - Clearwater Beach, where you can savor Caribbean-inspired dishes and tropical cocktails. End the day with a relaxing evening at Sand Key Park, known for its tranquil atmosphere and stunning sunsets.

Kick off your day with a delicious breakfast at Bobby's Bistro & Wine Bar, a charming spot known for its delectable pastries and gourmet coffee. Then, set out on a thrilling Salty Turtle Adventure Charter to explore the waters around Clearwater and encounter diverse marine life.

For lunch, visit Island Way Grill, a waterfront restaurant offering fresh seafood and sushi. Afterward, take a scenic drive to Honeymoon Island, where you can relax on the beach or hike the nature trails.

Enjoy a memorable dinner at Sea-Guini Restaurant at Opal Sands Resort, known for its elegant ambiance and Mediterranean-inspired cuisine. Then, take a romantic Clearwater Sunset Celebration Cruise to witness the sun dipping below the horizon.

Start your day with a delightful breakfast at Gondolier Pizza Italian Restaurant, where you can enjoy a variety of breakfast pizzas and traditional Italian dishes. Then, embark on a serene Kayaking clear through Clearwater adventure, exploring the mangroves and spotting local wildlife.

For lunch, head to Slyce Madeira Beach Pizzeria for artisanal pizzas and craft beers. Afterward, take a guided Tarpon Springs Guided Anclote River Kayaking Tour to discover the beauty of the Anclote River and its surrounding ecosystems.

Indulge in a fine dining experience at Columbia Restaurant, a historic gem serving authentic Spanish cuisine. After dinner, take a leisurely stroll along the Treasure Island, FL Suncoast Sailing Day/Sunset Experience to admire the stunning views of the Gulf Coast.

Enjoy a leisurely breakfast at The Lucky Dill Deli - Palm Harbor, a New York-style deli known for its generous portions and friendly service. Then, embark on a fascinating St. Petersburg, FL Sightseeing & Murals Electric Bike Tour to explore the vibrant arts scene and historical landmarks of St. Petersburg.

For lunch, visit Forlini's Ristorante & Bar - Dunedin, FL., a cozy Italian eatery offering a variety of pasta dishes and fine wines. Afterward, immerse yourself in the world of glass art at the St. Petersburg, FL Imagine Museum Admission Ticket, featuring a stunning collection of contemporary glass sculptures.

Experience the supernatural on a Safety Harbor Ghost and History Tour Walking Tour, where you'll hear chilling tales of the area's haunted past. Afterward, enjoy a late dinner at Salt Cracker Fish Camp, known for its fresh seafood and waterfront views.

Start your day with a delightful breakfast at Jimmy Hula's Clearwater Beach, a laid-back eatery known for its creative breakfast tacos and smoothies. Then, embark on a thrilling Madeira Beach Pirate Adventure Cruise with Beer and Wine to experience the swashbuckling fun of a pirate-themed cruise.

For lunch, head to Basimo Beach Cafe and Market Place for a casual beachside meal. Afterward, take a relaxing Madeira Beach Sightseeing Cruise to John's Pass with Guide to learn about the area's history and wildlife.

Enjoy a romantic dinner at Crabby Bill's Clearwater Beach, a local seafood institution offering a wide selection of fresh catches. Then, take a moonlit St. Petersburg Sunset Cruise with Sunshine Skyway Bridge to admire the illuminated Sunshine Skyway Bridge and the twinkling city lights.

Start your day with a delicious breakfast at Tate Island Grill at Sandpearl Resort, where you can enjoy a variety of breakfast favorites overlooking the beach. Then, set sail on a St. Pete Beach Dolphin Racer Cruise by Speedboat for an exhilarating ride along the coast.

For lunch, visit Sea-Guini Restaurant at Opal Sands Resort, known for its elegant ambiance and Mediterranean-inspired cuisine. Afterward, spend the afternoon at Sim Center, where you can experience the thrill of flying in a state-of-the-art flight simulator.

Indulge in a fine dining experience at Caretta on the Gulf, where you can savor a gourmet meal while enjoying panoramic views of the Gulf of Mexico. After dinner, take a leisurely stroll along the Sunset Strip, enjoying the lively atmosphere and live music performances.

Enjoy a leisurely breakfast at Island Way Grill, a waterfront restaurant offering fresh seafood and sushi. Then, embark on a scenic Boca Ciega Bay Island Kayak Tour to explore the mangroves and hidden coves of Boca Ciega Bay.

For lunch, head to Slyce Madeira Beach Pizzeria for artisanal pizzas and craft beers. Afterward, take a short ferry ride to Honeymoon Island, where you can relax on the beach or hike the nature trails.

Enjoy a memorable dinner at Sea-Guini Restaurant at Opal Sands Resort, known for its elegant ambiance and Mediterranean-inspired cuisine. Then, take a romantic Clearwater Sunset Celebration Cruise to witness the sun dipping below the horizon.

Start your last day in Clearwater with a delicious breakfast at Bobby's Bistro & Wine Bar, a charming spot known for its delectable pastries and gourmet coffee. Then, take a leisurely stroll along the Sand Key Park, enjoying the tranquil atmosphere and beautiful views.

For lunch, visit Rumba Island Bar & Grill - Clearwater Beach, where you can savor Caribbean-inspired dishes and tropical cocktails. Afterward, take a guided St. Petersburg, FL Weedon Island Kayak Tour to explore the natural beauty of Weedon Island Preserve.

End your Clearwater adventure with a special dinner at Columbia Restaurant, a historic gem serving authentic Spanish cuisine. Afterward, take a relaxing St. Petersburg, Fl Sightseeing Tour in Electric Cart to discover the highlights of St. Petersburg before bidding farewell to the Sunshine State.