5-Day Trip to Clearwater, Florida Itinerary

Start your day with a refreshing kayak tour at Clearwater Harbor and Island Adventure. Explore the mangroves and spot dolphins and other marine wildlife. Afterward, grab a quick snack at Sea Dog Brewing Co. in Clearwater.

Head to Clearwater Marine Aquarium for an interactive experience with dolphins, sea turtles, and other marine animals. Learn about their conservation efforts and enjoy educational presentations. For lunch, try the delicious seafood at Frenchy's Rockaway Grill nearby.

Enjoy a relaxing sunset cruise along the coast of Clearwater on The Tropics Boat Tours. Take in the breathtaking views and enjoy a refreshing drink from the onboard bar.

Start your day by visiting the Sunken Gardens in St. Petersburg, a beautiful botanical garden with lush tropical plants and cascading waterfalls. Afterward, grab a coffee at The Bikery in St. Petersburg.

Explore the Dali Museum in St. Petersburg, which houses an extensive collection of surrealist art by Salvador Dali. For lunch, try the delicious Cuban cuisine at Bodega in St. Petersburg.

Enjoy a scenic drive to Tampa and have dinner at Bern's Steak House, a renowned steakhouse with a vast wine selection. Afterward, visit the Straz Center for the Performing Arts in Tampa for a live performance or show.

Start your day with an exhilarating jet ski ride at Clearwater Jet Ski Rentals. Feel the thrill as you speed through the waves and enjoy the stunning views of the coastline. Afterward, have a delicious breakfast at The Bait House Tackle & Tavern in Clearwater.

Head to John's Pass Village and Boardwalk in Madeira Beach for some shopping and dining. Explore the unique shops and boutiques, and enjoy a seafood lunch at The Boardwalk Grill with waterfront views.

Return to Clearwater and have dinner at Bob Heilman's Beachcomber, a classic seafood restaurant known for its fresh catch. Afterward, relax and unwind at The Shipwreck Lounge, located within the restaurant, and enjoy a cocktail or two.

Start your day with a visit to Clearwater Marine Aquarium to learn more about marine life conservation. Afterward, have a leisurely brunch at The Brown Boxer Pub & Grille in Clearwater.

Explore the Calistoga Ranch in Clearwater, a beautiful nature reserve with hiking trails and scenic views. Enjoy a picnic lunch surrounded by nature. Afterward, relax on the beach and soak up the sun.

Indulge in a fine dining experience at Bob Heilman's Beachcomber in Clearwater. Savor the flavors of their gourmet dishes and enjoy a romantic evening. End the night with a stroll along the beach under the starry sky.