Clearwater Adventure: 5 Days of Fun Itinerary

Begin your day with breakfast at Caretta on the Gulf, where you can enjoy oceanfront dining with a luxurious menu. Then take a trip to Caladesi Island, accessible by ferry or kayak. Spend your morning exploring this pristine island's nature trails and beaches.

Return to Clearwater for lunch at Pearly's Beach Eats, a laid-back spot known for its tasty beachside bites. In the afternoon, visit the Clearwater Marine Aquarium, home to Winter the dolphin from 'Dolphin Tale'. Spend time learning about marine life conservation efforts.

For dinner, head to Island Way Grill which offers waterfront dining with an extensive menu featuring fresh seafood. End your evening with a stroll along Pier 60 where you can enjoy street performers and local artisans.

Kick off your morning with breakfast at Salt Cracker Fish Camp, known for its hearty Southern-style breakfasts. Then embark on an exciting adventure with the Private Boat Tour, Sunset Cruise, Island Hopping and more!. Enjoy island hopping and possibly spotting some dolphins along the way.

After your boat tour, have lunch at The Bait House Tackle and Tavern, a charming spot right on the marina offering fresh seafood dishes. Spend your afternoon relaxing back at Clearwater Beach or trying out some water sports.

For dinner, visit Columbia Restaurant Sand Key which offers Spanish-Cuban cuisine in an elegant setting. Cap off your night with drinks at their waterfront bar.

Start your day with breakfast at Badfins Food + Brew, offering unique breakfast options in a casual setting. Then head over to explore Sand Key Park, where you can enjoy nature trails, picnic areas, and another beautiful beach.

Have lunch at Cooters Restaurant & Bar, famous for its crab legs and fun atmosphere. In the afternoon, go on an exciting adventure with the Clearwater Dolphin Exploration Tour. Get up close with these playful creatures in their natural habitat.

Dine at Sea-Guini in the evening; this restaurant combines Italian cuisine with fresh seafood in an upscale setting by the water.

Begin your last day with a delightful breakfast at Clear Sky Cafe. Known for its extensive breakfast menu and charming atmosphere, it's the perfect spot to start your day.

After breakfast, head to Clearwater Beach Dolphin and Island Sandbar Boat Tour. This tour offers a fantastic opportunity to see dolphins in their natural habitat and explore beautiful sandbars. For lunch, visit Cristino's Coal Oven Pizza for some of the best pizza in town.

In the evening, enjoy a memorable dinner at Palm Pavilion Beachside Grill & Bar, where you can dine with stunning views of the sunset over the Gulf. End your trip with a relaxing walk along Clearwater Beach, soaking in the serene night atmosphere.