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Clearwater Adventure - 5 Days Itinerary
Last updated: 2024 Jun 14Welcome to Clearwater!
Morning
Start your day with a visit to the iconic Clearwater Beach. This world-renowned beach is perfect for sunbathing, swimming, and enjoying the beautiful Gulf Coast views. After soaking up some sun, head over to Maggie Mae's Sunrise Cafe for a delicious breakfast with a view of the marina.
Afternoon
In the afternoon, embark on an exciting adventure with Clearwater Beach Island Sandbar & Swim Tiki Cruise. This activity offers a unique way to explore the waters around Clearwater Beach, including stops at sandbars and opportunities for swimming. For lunch, enjoy fresh seafood at Frenchy's Rockaway Grill, known for its laid-back atmosphere and beachfront location.
Evening
As the sun sets, take part in the magical Clearwater Sunset Celebration Cruise. This cruise provides stunning views of the sunset over the Gulf of Mexico. Afterward, dine at Columbia Restaurant, a historic eatery offering delicious Spanish cuisine in a charming setting.
Bedtime
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Island Adventures and Marine Wonders
Morning
Begin your second day with a trip to Caladesi Island, one of Florida's pristine barrier islands. Accessible only by boat or ferry, this island offers unspoiled beaches and nature trails. Have breakfast at Clear Sky Cafe before catching the ferry.
Afternoon
After exploring Caladesi Island, return to Clearwater for an afternoon visit to the famous Clearwater Marine Aquarium. Here you can meet Winter the dolphin and learn about marine life rescue efforts. For lunch, stop by Marina Cantina, which offers Mexican cuisine with stunning waterfront views.
Evening
In the evening, join the fascinating Safety Harbor Haunted History Guided Walking Tour. Discover eerie tales and historical facts about Safety Harbor as you walk through its haunted streets. Conclude your day with dinner at The Black Pearl, known for its upscale dining experience.
Bedtime
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Parks and Dolphin Watching
Morning
Start your third day with a relaxing visit to Sand Key Park, where you can enjoy beautiful beaches and picnic areas. Have breakfast at Lenny's Restaurant, famous for its hearty morning meals.
Afternoon
In the afternoon, embark on an unforgettable journey with Clearwater Dolphin Exploration Tour. This tour gives you a chance to see playful dolphins in their natural habitat while learning about their behavior from knowledgeable guides. For lunch, try out Palm Pavilion Beachside Grill & Bar, offering great food right on Clearwater Beach.
Evening
Wrap up your day with an exciting activity: Clearwater Haunted History Tour on a Vintage Trolleybus. Experience spooky stories while riding through Clearwater's historic sites on a vintage trolleybus. End your evening with dinner at Bascom's Chop House, known for its top-notch steaks and elegant ambiance.
Bedtime
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Water Sports and Winery Delights
Morning
Kick off your fourth day with an exhilarating water activity: Clearwater Beach WakeSurfing & Watersports Tours. This tour offers a variety of watersports including wakesurfing, wakeboarding, and tubing. Enjoy breakfast at The Donut Experiment, where you can customize your own donuts for a sweet start to the day.
Afternoon
After an action-packed morning, slow things down with a visit to Clearwater; Aspirations Winery Tour and Tasting Experience. This winery offers a relaxing atmosphere where you can sample local wines and learn about the winemaking process. For lunch, head to Rusty's Bistro, known for its fresh seafood and farm-to-table dishes.
Evening
As evening approaches, join the fun on the Clearwater Beach Sunset Tiki Cruise. This unique cruise allows you to enjoy the sunset from a tiki boat while sipping on tropical drinks. Conclude your day with dinner at Bob Heilman's Beachcomber, a classic restaurant offering a diverse menu and elegant setting.
Bedtime
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Island Hopping and Farewell
Morning
Begin your final day in Clearwater with an exciting island-hopping adventure: Private Boat Tour, Sunset Cruise, Island Hopping and more!. This private tour lets you explore multiple islands around Clearwater Beach at your own pace. Have breakfast at Mondays on Main, known for its hearty breakfast options.
Afternoon
Continue your island exploration in the afternoon with some leisure time on one of the islands visited during your tour. For lunch, enjoy a picnic with food from Publix Deli, which offers a variety of sandwiches, salads, and snacks perfect for an island outing.
Evening
End your Clearwater adventure with one last memorable experience: Clearwater Private Boat Sunset Cruise + Dolphin Watch. This private cruise combines dolphin watching with stunning sunset views over the Gulf of Mexico. Finish off your trip with dinner at Island Way Grill, offering waterfront dining and fresh seafood dishes.
Bedtime
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