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4-Day Itinerary for Clearwater, Florida in September 2024

  1. Day 1: Clearwater Beach
    30 minutes (23 miles) from Tampa International Airport

    Start your trip off with a relaxing day at Clearwater Beach. Take a leisurely stroll along the beach, collect seashells, or simply soak up the sun. For lunch, head over to Frenchy's Rockaway Grill for some delicious seafood. In the afternoon, visit the Clearwater Marine Aquarium where you can meet Winter, the star of the movie Dolphin Tale. In the evening, take a sunset sail with Kai Lani Catamaran for breathtaking views of the Gulf of Mexico.

  2. Day 2: Philippe Park and Safety Harbor
    20 minutes (12 miles) from Clearwater Beach

    Start your morning with a walk or bike ride through Philippe Park, a beautiful 122-acre park with plenty of picnic areas and hiking trails. For lunch, head over to Safety Harbor and grab a bite at Parts of Paris, a quaint French café. In the afternoon, visit the Safety Harbor Spa to relax and unwind with a massage or facial. In the evening, head back to Safety Harbor and enjoy a delicious dinner at Green Springs Bistro.

  3. Day 3: Dunedin
    15 minutes (8.6 miles) from Safety Harbor

    Begin your day with breakfast at Lucky Lobster Co. and then explore downtown Dunedin filled with art galleries, boutiques, and antique shops. Take a stroll through Hammock Park, a 100-acre nature preserve with hiking trails and picnic areas. In the afternoon, take a tour of the Dunedin Brewery, Florida's oldest microbrewery. In the evening, enjoy a waterfront dinner at Bon Appétit Restaurant overlooking the Gulf of Mexico.

  4. Day 4: Clearwater Marine Aquarium and Sunset at Pier 60
    10 minutes (3 miles) from Dunedin

    Spend your last day at the Clearwater Marine Aquarium, learning about the rehabilitation and release of marine animals. For lunch, head over to Lenny's Restaurant for some delicious Cuban food. In the evening, head over to Pier 60 and watch the sunset while listening to live music and street performers. Cap off your trip with a delicious seafood dinner at Clear Sky on Cleveland.

Recommendations

If you have extra time, consider visiting the beautiful Honeymoon Island State Park, Tarpon Springs, or taking a day trip to Busch Gardens in Tampa. For a unique experience, take a sunset paddleboard or kayak tour with Dunedin Watersports. Don't forget to try some of the local seafood!

Time and Costs Estimates

  • Clearwater Marine Aquarium (2 hours, $25)
  • Frenchy's Rockaway Grill (1 hour, $20)
  • Kai Lani Catamaran (2 hours, $50)
  • Philippe Park (2 hours, free)
  • Parts of Paris (1 hour, $15)
  • Safety Harbor Spa (2 hours, $150)
  • Green Springs Bistro (1.5 hours, $40)
  • Lucky Lobster Co. (1 hour, $15)
  • Dunedin Brewery (1.5 hours, $25)
  • Bon Appétit Restaurant (2 hours, $50)
  • Pier 60 (1 hour, free)
  • Clear Sky on Cleveland (1.5 hours, $40)
  • Total Estimated Costs: $430
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