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10-Day Florida Winter Getaway Itinerary
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10-Day Florida Winter Getaway Itinerary
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Day 1: Arrival in Miami
Miami, USA on December 23, 2024
10:00AM
Check-in to Hotel
Arrive at your hotel in Miami and settle in before exploring the beautiful city.
Hotel: Fontainebleau Miami Beach
USD250, 1 hour
11:30AM
Visit South Beach
Take a stroll on the iconic South Beach to soak in the sun and vibrant atmosphere.
Drive 15 minutes to South Beach.
Free, 2 hours
2:00PM
Lunch at The News Café
Enjoy a delicious lunch at this popular beachfront café famous for its sandwiches.
Walk to The News Café from South Beach.
USD30, 1 hour
3:30PM
Art Deco Historic District Tour
Join a guided tour of the Art Deco District to admire the unique architecture.
Walking tour, departs from The News Café.
USD25, 2 hours
6:00PM
Dinner at Joe’s Stone Crab
Indulge in famous fresh stone crab claws at one of Miami’s iconic restaurants.
Short drive from the Art Deco District.
USD60, 1.5 hours
Find Hotels in Miami
Day 2: Everglades Adventure
Everglades National Park, USA on December 24, 2024
8:00AM
Drive to Everglades National Park
Leave early to make the most of your day in the amazing Everglades.
Drive 1.5 hours from Miami.
Free, 1.5 hours
10:00AM
Airboat Tour
Experience the thrill of an airboat ride through the Everglades, spotting alligators and unique wildlife.
Book in advance at Gator Park.
USD75, 1 hour
12:00PM
Picnic Lunch in the Park
Enjoy a picnic with packed sandwiches while surrounded by stunning views.
Bring your own food or purchase at the visitor center.
USD10, 1 hour
1:00PM
Hiking the Anhinga Trail
Hike this beautiful trail where you'll encounter diverse wildlife and scenic views.
Drive to Anhinga Trail within the park.
Free, 2 hours
3:30PM
Visit the Shark Valley Visitor Center
Learn more about the Everglades ecosystem and grab some souvenirs.
Drive to the Visitor Center (20 minutes).
Free, 1 hour
5:00PM
Drive to Key West
Head toward Key West as you enjoy the scenic views along the Overseas Highway.
Approximately a 3-hour drive.
Free, 3 hours
8:30PM
Dinner at The Lobster Shack
Savor fresh seafood at The Lobster Shack, a casual dining experience.
Walk from your hotel in Key West.
USD40, 1.5 hours
Find Hotels in Everglades National Park
Day 3: Exploring Key West
Key West, USA on December 25, 2024
8:00AM
Breakfast at Blue Heaven
Indulge in a famous breakfast in a relaxed, outdoor setting with local flair.
Short walk from hotel.
USD25, 1 hour
9:30AM
Visit the Hemingway Home and Museum
Explore the former home of Ernest Hemingway and learn about his fascinating life.
Drive or take a bike (10 minutes).
USD15, 1.5 hours
11:00AM
Snorkeling at Key West Reef
Join a guided snorkeling tour to explore the vibrant underwater habitats.
Departure from a local dock.
USD70, 3 hours
2:30PM
Lunch at El Meson de Pepe
Treat yourself to delicious Cuban cuisine at this charming restaurant.
Short drive from the snorkeling location.
USD30, 1 hour
4:00PM
Visit Key West Lighthouse
Climb the historic lighthouse for panoramic views of the island.
Drive (5 minutes) from lunch location.
USD12, 1 hour
6:00PM
Dinner at A&B Lobster House
Savor succulent lobster dishes while enjoying views of the sunset.
Short drive from the lighthouse.
USD70, 2 hours
Find Hotels in Key West
Day 4: Day at Miami Beach
Miami Beach, USA on December 26, 2024
8:00AM
Breakfast at the Hotel
Fuel up with a hearty breakfast at your hotel before a day of fun.
At your hotel.
Included, 1 hour
9:30AM
Relax at Miami Beach
Spend a leisurely morning soaking up the sun or swimming in the ocean.
Directly on Miami Beach.
Free, 3 hours
12:30PM
Lunch at La Sandwicherie
Enjoy a fresh sandwich at this lively outdoor café.
Walk to the restaurant from the beach.
USD20, 1 hour
2:00PM
Visit the Fillmore Miami Beach
Check out the architecture and, if you’re lucky, a live performance.
Drive or take an Uber (15 minutes).
Free, 1 hour
3:30PM
Shopping at Lincoln Road Mall
Spend the afternoon shopping at this outdoor mall with a variety of shops.
Walking distance from Fillmore Miami Beach.
Free, 2 hours
6:00PM
Dinner at Balans Restaurant
Indulge in contemporary cuisine with international influences.
Short drive or walk from the mall.
USD50, 1.5 hours
Find Hotels in Miami Beach
Day 5: Orlando Theme Parks
Orlando, USA on December 27, 2024
7:00AM
Drive to Orlando
Leave early to maximize your fun at the theme parks.
Approximately a 4-hour drive.
Free, 4 hours
11:00AM
Breakfast at Waffle House
Fuel up with a traditional southern breakfast.
On the way to Orlando.
USD15, 1 hour
12:30PM
Visit Universal Studios
Spend the day riding thrilling roller coasters and attractions.
Drive to Universal Studios (30 minutes).
USD120, 7 hours
7:30PM
Dinner at The Cowfish Sushi Burger Bar
Unwind with a unique blend of sushi and burgers for dinner.
Walk from the park.
USD45, 1.5 hours
Find Hotels in Orlando
Day 6: Cape Canaveral Exploration
Cape Canaveral, USA on December 28, 2024
8:00AM
Drive to Cape Canaveral
Depart early for a day filled with space exploration excitement.
Approximately a 1-hour drive.
Free, 1 hour
9:30AM
Visit Kennedy Space Center
Explore the fascinating exhibits and learn about space exploration.
Directly at Cape Canaveral.
USD50, 5 hours
3:00PM
Lunch at Orbit Café
Enjoy a casual lunch at the café within the Space Center.
Inside Kennedy Space Center.
USD20, 1 hour
4:30PM
Explore Cape Canaveral National Seashore
Spend the afternoon relaxing on the beaches or hiking trails.
Short drive to the seashore.
USD10, 3 hours
7:30PM
Dinner at Shilohs Steak & Seafood
Enjoy a delightful dinner by the water.
Short drive from the seashore.
USD45, 1.5 hours
Find Hotels in Cape Canaveral
Day 7: Historic St. Augustine
St. Augustine, USA on December 29, 2024
8:00AM
Drive to St. Augustine
After breakfast, head to the oldest city in the USA.
Approximately a 1.5-hour drive.
Free, 1.5 hours
9:30AM
Breakfast at The Blue Hen Café
Start your day with a hearty southern style breakfast.
In St. Augustine, near the historic district.
USD20, 1 hour
11:00AM
Explore Castillo de San Marcos
Wander through the historic fortress that dates back to the 17th century.
Walk from breakfast location.
USD15, 1.5 hours
1:00PM
Lunch at The Columbia Restaurant
Dine in a historic atmosphere while enjoying delicious Spanish cuisine.
Walk to The Columbia.
USD30, 1.5 hours
3:00PM
St. Augustine Lighthouse & Maritime Museum
Climb the lighthouse for breathtaking views of the coast and tour the museum.
Drive or take a taxi (10 minutes).
USD12, 2 hours
5:30PM
Dinner at O.C. White's Seafood & Spirits
Enjoy fresh seafood in a cozy, historic setting.
Short drive from the lighthouse.
USD40, 1.5 hours
Find Hotels in St. Augustine
Day 8: Tampa Bay Area
Tampa, USA on December 30, 2024
8:00AM
Drive to Tampa
Hit the road early for a day of fun in Tampa.
Approximately a 1-hour drive from St. Augustine.
Free, 1 hour
9:30AM
Breakfast at Datz
Start your day with a creative twist on classic breakfast dishes.
In Tampa, near downtown.
USD25, 1 hour
11:00AM
Visit Busch Gardens
Spend the day at this thrilling theme park known for its roller coasters and animal exhibits.
Short drive from breakfast.
USD110, 7 hours
6:00PM
Dinner at Columbia Restaurant
Dine at this famous restaurant known for its Spanish and Cuban cuisine.
Within Busch Gardens (if possible) or nearby.
USD50, 1.5 hours
Find Hotels in Tampa
Day 9: Sarasota Adventures
Sarasota, USA on December 31, 2024
8:00AM
Drive to Sarasota
Enjoy a scenic drive to picturesque Sarasota.
Approximately a 1-hour drive from Tampa.
Free, 1 hour
9:30AM
Breakfast at The Breakfast House
Indulge in creative breakfast options from a local favorite.
In Sarasota.
USD18, 1 hour
11:00AM
Visit Ringling Museum of Art
Explore the beautiful art collection and the stunning estate of John Ringling.
Short drive from breakfast.
USD25, 2 hours
1:00PM
Lunch at Shore Diner
Enjoy fresh coastal cuisine in an ocean-themed atmosphere.
Short drive from the museum.
USD30, 1.5 hours
3:00PM
Relax at Siesta Key Beach
Spend the afternoon basking in the sun at one of the best beaches in America.
Drive 20 minutes to the beach.
Free, 3 hours
6:30PM
New Year's Eve Dinner at The Old Salty Dog
Celebrate with a festive meal as you prepare for the New Year.
Short drive from Siesta Key Beach.
USD40, 2 hours
Find Hotels in Sarasota
Day 10: Relax in Naples
Naples, USA on January 1, 2025
8:00AM
Drive to Naples
Take a relaxed drive to Naples to unwind after the festivities.
Approximately a 2-hour drive from Sarasota.
Free, 2 hours
10:30AM
Breakfast at Jane’s Café on 3rd
Delight in a gourmet breakfast at this charming café.
Near downtown Naples.
USD30, 1 hour
12:00PM
Visit Naples Botanical Garden
Explore the beautiful gardens showcasing local and exotic plants.
Short drive from breakfast.
USD15, 2 hours
2:00PM
Lunch at The Dock at Crayton Cove
Enjoy fresh seafood while overlooking the water.
Drive to the waterfront.
USD40, 1.5 hours
3:30PM
Relax at Naples Pier
Spend your afternoon relaxing at Naples Pier watching the surfers and dolphins.
Short walk from the restaurant.
Free, 2 hours
6:00PM
Dinner at Campiello
Enjoy an atmosphere of rustic elegance with delicious Italian dishes.
Short drive from Naples Pier.
USD60, 2 hours
Find Hotels in Naples
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October 27, 2024
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