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7-Day Coastal Escape: Sun, Sand, and Sea Adventures
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7-Day Coastal Escape: Sun, Sand, and Sea Adventures
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Day 1: Miami Beach Relaxation
Miami Beach, USA on May 20, 2025
8:00am
Breakfast at Big Pink
Enjoy a hearty breakfast at Big Pink, known for its large portions and delicious pancakes, to fuel your beach day.
USD20, 1h
9:30am
South Beach
Spend your morning lounging at South Beach, famous for its wide sandy beaches, clear turquoise water, and vibrant atmosphere.
Free, 3h
1:00pm
Lunch at Joe's Stone Crab
Relish fresh seafood at Joe's Stone Crab, a Miami institution known for its crab claws and key lime pie.
USD50, 1h
2:30pm
Art Deco Historic District Walk
Explore the colorful Art Deco buildings lining Ocean Drive, learning about Miami Beach's iconic architectural style.
Free, 2h
5:00pm
Sunset Walk on Lummus Park Beach
Stroll along Lummus Park Beach to enjoy a breathtaking sunset over the Atlantic Ocean.
Free, 1h
7:00pm
Dinner at Nikki Beach Miami
Dine seaside with a vibrant atmosphere and creative seafood dishes at Nikki Beach Miami, open until 11pm.
USD60, 2h
Find Hotels in Miami Beach
Day 2: Key West Exploration
Key West, USA on May 21, 2025
7:00am
Breakfast at Blue Heaven
Start the day at Blue Heaven, a laid-back restaurant offering tropical breakfast options in a quirky courtyard setting.
USD25, 1h
8:30am
Drive to Key West
Take a scenic 3-hour drive from Miami Beach to Key West across the Overseas Highway with stunning ocean views.
USD15 toll, 3h
12:00pm
Lunch at Conch Republic Seafood Company
Sample the famous conch fritters and fresh seafood at a waterfront restaurant popular with locals and tourists.
USD40, 1h
1:30pm
Visit Ernest Hemingway Home and Museum
Tour the historic home of the famous author and meet the resident six-toed cats.
USD17, 1.5h
3:30pm
Relax at Smathers Beach
Enjoy some beach time on Key West’s largest public beach, perfect for swimming and sunbathing.
Free, 2h
6:00pm
Dinner at Latitudes
Dine on Sunset Key with ocean views and upscale seafood dishes; reservations advised, open until 9pm.
USD70, 2h
Find Hotels in Key West
Day 3: Naples Beach Day
Naples, USA on May 22, 2025
7:30am
Breakfast at The Café
Enjoy a cozy breakfast featuring pancakes and fresh juices to start your day in Naples.
USD20, 1h
9:00am
Drive to Naples
Drive approximately 2 hours north from Key West to Naples, Florida for pristine beaches and nature reserves.
USD10 toll, 2h
11:00am
Naples Pier
Visit the iconic Naples Pier to watch for dolphins and enjoy panoramic views of the Gulf of Mexico.
Free, 1h
12:30pm
Lunch at The Dock at Crayton Cove
Enjoy fresh seafood in a casual waterfront setting, perfect for lunch after a morning at the pier.
USD35, 1h
2:00pm
Delnor-Wiggins Pass State Park
Spend the afternoon at one of Florida’s most beautiful state parks, ideal for swimming, shelling, and picnicking.
USD8, 3h
6:00pm
Dinner at Truluck’s
Savor upscale seafood and steak dishes in an elegant setting, open until 10pm.
USD60, 2h
Find Hotels in Naples
Day 4: Sanibel Island Serenity
Sanibel Island, USA on May 23, 2025
7:30am
Breakfast at Lazy Flamingo
Start with a fresh and tasty breakfast at this beachside café, popular for seafood and tropical vibes.
USD20, 1h
8:30am
Drive to Sanibel Island
Travel 45 minutes from Naples to Sanibel Island known for its shell beaches and nature preserves.
USD6 toll, 45m
9:30am
J.N. 'Ding' Darling National Wildlife Refuge
Explore this famous refuge by bike or tram to spot wildlife and enjoy great birdwatching.
USD10, 3h
12:30pm
Lunch at The Island Cow
Relax with casual island fare at this local favorite offering sandwiches, salads, and seafood.
USD30, 1h
2:00pm
Bowman’s Beach
Spend your afternoon collecting shells, swimming, and enjoying the quiet beauty of Bowman’s Beach.
Free, 3h
6:30pm
Dinner at The Mucky Duck
Dine on British-inspired seafood dishes while enjoying sunset views, open until 9pm.
USD50, 2h
Find Hotels in Sanibel Island
Day 5: Clearwater Beach Fun
Clearwater Beach, USA on May 24, 2025
7:00am
Breakfast at Clear Sky Café
Enjoy a diverse breakfast menu in a cheerful setting just minutes from the beach.
USD25, 1h
8:00am
Drive to Clearwater Beach
Embark on about a 2.5-hour drive to Clearwater Beach, famous for its white sand and calm waters.
USD10 toll, 2.5h
11:00am
Clearwater Beach
Relax on the award-winning beach or try parasailing and jet skiing for some adventure.
Free to roam; parasailing approx USD100, 3h
2:00pm
Lunch at Frenchy's Rockaway Grill
Savor fresh grouper sandwiches and seafood tacos in a lively beachfront atmosphere.
USD35, 1h
3:30pm
Clearwater Marina & Pier 60
Visit Pier 60 for artisan crafts, street performers, and sunset festivals open daily until 9pm.
Free, 2h
6:30pm
Dinner at Marina Cantina
Enjoy waterfront dining with Mexican-inspired dishes and cocktails, open till 10pm.
USD50, 2h
Find Hotels in Clearwater Beach
Day 6: Historic St. Augustine
St. Augustine, USA on May 25, 2025
7:00am
Breakfast at The Blue Hen Café
Kick off your day with southern comfort breakfast fare in a quaint historic district café.
USD20, 1h
8:00am
Drive to St. Augustine
Drive approximately 3.5 hours to the nation’s oldest city known for its Spanish colonial architecture and beaches.
USD15 toll, 3.5h
12:00pm
Lunch at Columbia Restaurant
Enjoy traditional Spanish and Cuban cuisine at Florida’s oldest restaurant in the historic district.
USD40, 1h
1:30pm
Castillo de San Marcos
Tour the oldest masonry fort in the continental US, with stunning views of the bay and historical exhibits.
USD15, 2h
3:30pm
St. Augustine Beach
Unwind on the sandy shores of St. Augustine Beach, perfect for swimming and sunbathing.
Free, 2h
6:30pm
Dinner at O.C. White’s Seafood & Spirits
Relax with fresh seafood and a coastal casual atmosphere in the historic district, open until 9pm.
USD50, 2h
Find Hotels in St. Augustine
Day 7: Myrtle Beach Farewell
Myrtle Beach, USA on May 26, 2025
7:00am
Breakfast at Croissants Bistro & Bakery
Savor freshly baked croissants and breakfast favorites to start your day.
USD20, 1h
8:00am
Drive to Myrtle Beach
Drive about 3.5 hours north to Myrtle Beach, North Carolina for your last beach destination.
USD15 toll, 3.5h
12:00pm
Lunch at Sea Captain’s House
Dine oceanfront with fresh seafood and Southern hospitality in a casual setting.
USD40, 1h
1:30pm
Myrtle Beach Boardwalk
Explore the lively boardwalk area with shops, arcades, and beautiful ocean views.
Free, 2h
4:00pm
Relax at Myrtle Beach
Spend the afternoon on the expansive sandy beach, swimming and enjoying water sports.
Free, 2h
7:00pm
Dinner at Aspen Grille
Close your trip with an upscale dining experience offering steak and seafood in an elegant atmosphere.
USD70, 2h
Find Hotels in Myrtle Beach
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Itinerary created by
Plantrip Team
May 19, 2025
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