New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
Ultimate 5-Day Clearwater, Florida Adventure Itinerary
Last updated: 2024 Jun 14Sun, Sand, and Sea Life
Morning
Start your Clearwater adventure with a delightful breakfast at Palm Pavilion Beachside Grill & Bar, where you can enjoy the ocean view. Afterward, head to the famous Clearwater Beach to soak up the morning sun and take a refreshing dip in the clear waters.
Afternoon
For lunch, visit Surfside Taphouse for some beachside bites. Post-lunch, embark on the Clearwater Dolphin Exploration Tour to witness these majestic creatures in their natural habitat.
Evening
As the sun begins to set, savor a sumptuous dinner at Sandbar, known for its fresh seafood. Conclude your day with the Clearwater Sunset Celebration Cruise, enjoying the stunning views and live entertainment.
Bedtime
Find amazing hotels in Clearwater.
4.64Clearwater Beach
Book Now
4.64Clearwater Beach
Book Now
4.19Clearwater Dolphin Exploration Tour
Book Now
4.19Clearwater Dolphin Exploration Tour
Book Now
Island Escapade and Marine Wonders
Morning
Enjoy a morning kayak adventure through the pristine waters by taking the Kayaking clear through Clearwater. Afterward, have a hearty breakfast at Crabby's Bar & Grill Clearwater.
Afternoon
Spend your afternoon exploring the unique ecosystem at Clearwater Marine Aquarium, followed by a visit to the serene Caladesi Island for a picnic lunch.
Evening
Dine at Windward Bar & Grille and then take a leisurely stroll at Sand Key Park, watching the sunset over the Gulf of Mexico.
Bedtime
Find amazing hotels in Clearwater.
4.67Kayaking clear through Clearwater
Book Now
4.67Kayaking clear through Clearwater
Book Now
4.67Clearwater Marine Aquarium
Book Now
4.67Clearwater Marine Aquarium
Book Now
Madeira Beach Marvels
Morning
Begin your day with breakfast at Clear Sky on Cleveland, and then head to Madeira Beach for a morning of relaxation and beach activities.
Afternoon
Have lunch at The Salty Crab Bar & Grill North Beach and then choose between an eco-friendly dolphin watching cruise at Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise or a lively Pirate Adventure Cruise with Beer and Wine at Madeira Beach Pirate Adventure Cruise with Beer and Wine.
Evening
Enjoy the vibrant atmosphere and a delicious dinner at Coco's Crush Bar Original in the heart of Clearwater Beach.
Bedtime
Find amazing hotels in Clearwater.
4.73Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise
Book Now
4.73Madeira Beach Guided Dolphin Watching Eco-Friendly Cruise
Book Now
4.81Madeira Beach Pirate Adventure Cruise with Beer and Wine
Book Now
4.81Madeira Beach Pirate Adventure Cruise with Beer and Wine
Book Now
Cultural St. Petersburg and Evening Sail
Morning
Take a break from the beach and indulge in the arts with the St. Petersburg, FL Imagine Museum Admission Ticket. For breakfast, head to Abe's Place Tap & Grill for a local favorite.
Afternoon
Immerse yourself in the culinary scene of downtown St. Petersburg with the St.Petersburg Downtown Culinary Walking Tour. Sample a variety of dishes and learn about the city's food culture.
Evening
Return to Clearwater and enjoy a luxurious Sunset Luxury Sail on Tampa Bay. Sip on champagne and witness the breathtaking colors of the sunset. For dinner, dine at Jimmy's On The Edge for a memorable experience with panoramic views.
Bedtime
Find amazing hotels in Clearwater.
4.80St. Petersburg, FL Imagine Museum Admission Ticket
Book Now
4.80St. Petersburg, FL Imagine Museum Admission Ticket
Book Now
4.40St.Petersburg Downtown Culinary Walking Tour
Book Now
4.40St.Petersburg Downtown Culinary Walking Tour
Book Now
Thrilling Tampa Bay Adventures
Morning
Start your day with a private transfer to Tampa Bay from Tampa Private Transfer to/from Tampa Airport (TPA) [529282]. Have breakfast at Hogan's Hangout and then embark on an adrenaline-pumping adventure with the ONLY minivan tour in Tampa Bay area you will never forget!.
Afternoon
After the tour, enjoy a well-deserved lunch at Okeefe's Tavern. Spend the rest of your afternoon at the Sim Center, experiencing high-tech simulations and virtual reality.
Evening
Conclude your trip with a private sunset cruise on Tampa Bay, complete with champagne or wine, as recommended by Tampa Bay Private Sunset Cruise with Champaign or Wine. Dine at RockHouse Live Clearwater Beach and reminisce about your unforgettable Florida journey.
Bedtime
Find amazing hotels in Clearwater.
ONLY minivan tour in Tampa Bay area you will never forget!
Book Now
ONLY minivan tour in Tampa Bay area you will never forget!
Book Now
5.00Sim Center
Book Now
5.00Sim Center
Book Now
Top Greater Florida Travel Videos
Adjacent Cities
Find the right stay during your trip.