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Florida Keys 5-Day Road Trip

Viewed by 138 travelers

Day 1: Exploring Key Largo

Key Largo, Florida, USA

8:00AM

Breakfast at Harriette's Restaurant

Start your day with a delicious Cuban breakfast at Harriette's Restaurant.
Harriette's Restaurant is located in downtown Key Largo, a short drive from most accommodations.
$10, 1 hour

10:00AM

John Pennekamp Coral Reef State Park

Visit the first undersea park in the US for snorkeling, glass-bottom boat tours, and kayaking.
Take the Overseas Highway (US-1) south for about 15 minutes to reach the park.
$20, 3 hours

1:00PM

Lunch at Mrs. Mac's Kitchen

Enjoy a seafood lunch at this iconic restaurant known for its signature Key Lime Pie.
Mrs. Mac's Kitchen is a 10-minute drive from the state park.
$15, 1 hour

3:00PM

Diving at Christ of the Abyss

Explore the famous underwater statue located in the Florida Keys National Marine Sanctuary.
Drive to the Key Largo Dry Rocks, where the statue is submerged, about a 20-minute drive.
$50, 2 hours

6:00PM

Dinner at Key Largo Conch House

Savor fresh seafood dishes and enjoy the sunset views over the water.
Key Largo Conch House is located by the marina, offering a great ambiance.
$30, 2 hours
Find Hotels in Key Largo

Day 2: Island Adventure in Islamorada

Islamorada, Florida, USA

8:00AM

Breakfast at Midway Cafe & Coffee Bar

Start your day with a hearty breakfast and a cup of coffee at this cozy cafe.
Midway Cafe & Coffee Bar is located in the heart of Islamorada.
$12, 1 hour

10:00AM

Theater of the Sea

Explore marine life through interactive shows, animal encounters, and dolphin swims.
Theater of the Sea is a short drive from the cafe, offering easy access.
$45, 3 hours

1:00PM

Lunch at Robbie's of Islamorada

Enjoy fresh seafood and feed the famous tarpon at this waterfront restaurant.
Robbie's of Islamorada is located on the Overseas Highway, a popular spot.
$20, 1 hour

3:00PM

Kayaking at Indian Key State Park

Paddle through mangrove trails and discover the history of this uninhabited island.
Drive south on US-1 for about 20 minutes to reach the state park.
$25, 2 hours

6:00PM

Dinner at Lazy Days Restaurant

Indulge in a gourmet dining experience with oceanfront seating and stunning sunset views.
Lazy Days Restaurant is located in the heart of Islamorada, perfect for a relaxing evening.
$40, 2 hours
Find Hotels in Islamorada

Day 3: Marathon Exploration

Marathon, Florida, USA

8:00AM

Breakfast at The Stuffed Pig

Enjoy a southern-style breakfast at this local favorite known for its hearty portions.
The Stuffed Pig is located on the way to Marathon, making it a convenient stop.
$15, 1 hour

10:00AM

Dolphin Research Center

Interact with dolphins, learn about marine conservation, and watch dolphin shows.
The Dolphin Research Center is a short drive from The Stuffed Pig, offering educational experiences.
$55, 3 hours

1:00PM

Lunch at Burdines Waterfront

Relish fresh seafood and waterfront views at this popular dining spot in Marathon.
Burdines Waterfront is located by the marina, providing a scenic lunch setting.
$25, 1 hour

3:00PM

Sombrero Beach

Relax on the sandy shores or go for a swim at this picturesque beach in Marathon.
Drive to Sombrero Beach, a short distance from the restaurant, for a relaxing afternoon.
Free, 2 hours

6:00PM

Dinner at Keys Fisheries Market & Marina

Savor fresh seafood and enjoy the laid-back atmosphere by the water.
Keys Fisheries is a local favorite for casual dining with great seafood options.
$35, 2 hours
Find Hotels in Marathon

Day 4: Nature and Wildlife in Big Pine Key

Big Pine Key, Florida, USA

8:00AM

Breakfast at No Name Pub

Start your day with a unique breakfast experience at this historic pub known for its quirky decor.
No Name Pub is a must-visit spot on Big Pine Key, offering a one-of-a-kind setting.
$20, 1 hour

10:00AM

National Key Deer Refuge

Explore the refuge to spot the endangered Key deer and learn about local wildlife conservation.
The National Key Deer Refuge is a short drive from No Name Pub, providing a close encounter with nature.
Free, 2 hours

1:00PM

Lunch at Good Food Conspiracy

Enjoy healthy and organic options for lunch at this local eatery focused on fresh ingredients.
Good Food Conspiracy is a short drive from the refuge, offering a wholesome dining experience.
$15, 1 hour

3:00PM

Kayaking at Big Pine Kayak Adventures

Paddle through the mangroves and turquoise waters for a close-up view of the unique ecosystem.
Drive to Big Pine Kayak Adventures for a guided tour of the pristine waters around Big Pine Key.
$40, 3 hours

6:00PM

Dinner at The Big Pine Rooster

Enjoy a casual dinner with comfort food and local specialties at this cozy restaurant.
The Big Pine Rooster offers a laid-back dining atmosphere, perfect for unwinding after a day of exploration.
$25, 2 hours
Find Hotels in Big Pine Key

Day 5: Sunset Delights in Key West

Key West, Florida, USA

8:00AM

Breakfast at Blue Heaven

Start your day with a delightful breakfast at this quirky spot known for its unique decor and delicious dishes.
Blue Heaven is a popular breakfast spot in Key West, offering a vibrant start to your day.
$18, 1 hour

10:00AM

Fort Zachary Taylor Historic State Park

Explore the historic fort, relax on the beach, and snorkel in the crystal-clear waters.
Head to Fort Zachary Taylor State Park for a blend of history and beach activities, just a short drive away.
$15, 3 hours

1:00PM

Lunch at Garbo's Grill

Enjoy gourmet food truck cuisine with a Caribbean twist at this popular lunch spot.
Garbo's Grill offers a unique dining experience with flavorful dishes, perfect for a midday break.
$12, 1 hour

3:00PM

Mallory Square Sunset Celebration

Witness the vibrant sunset celebration with street performers, local artisans, and breathtaking views.
Stroll to Mallory Square for the iconic Key West sunset celebration, a must-see experience.
Free, 2 hours

6:00PM

Dinner at Latitudes

Indulge in fine dining with ocean views at this upscale restaurant on Sunset Key.
Take the ferry to Sunset Key and dine at Latitudes for a luxurious culinary experience by the water.
$70, 2 hours
Find Hotels in Key West
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