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Ultimate Key West Adventure Itinerary

Viewed by 90 travelers

Day 1: City Exploration

Key West, Florida

8:00AM

Breakfast at Blue Heaven

Start your day with a delicious breakfast at the iconic Blue Heaven, known for its unique outdoor dining experience and mouthwatering dishes.
Blue Heaven is located in the heart of Key West, near the historic district.
$15, 1 hour

10:00AM

Explore Mallory Square

Head to Mallory Square to explore the shops, art galleries, and iconic landmarks. Don't miss the sunset celebration in the evening.
Mallory Square is within walking distance from Blue Heaven.
Free, 2 hours

12:30PM

Lunch at Sloppy Joe's Bar

Enjoy a casual lunch at Sloppy Joe's Bar, a historic Key West establishment known for its lively atmosphere and classic American fare.
Sloppy Joe's Bar is a short walk from Mallory Square.
$20, 1.5 hours

3:00PM

Bike Tour of Key West

Embark on a guided bike tour to explore the charming streets and hidden gems of Key West. Enjoy the sea breeze and scenic views.
Join the bike tour group at a designated location near Sloppy Joe's Bar.
$50, 2 hours

6:00PM

Dinner at Latitudes

Indulge in a fine dining experience at Latitudes, a waterfront restaurant offering exquisite cuisine and breathtaking sunset views.
Latitudes is located on Sunset Key, accessible by a short boat ride from Key West.
$75, 2 hours
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Day 2: Bicycling Adventure

Key West, Florida

8:00AM

Breakfast at Croissants de France

Start your day with a delightful breakfast at Croissants de France, a charming bakery known for its fresh pastries and coffee.
Croissants de France is located in the historic district.
$10, 1 hour

10:00AM

Rent Bicycles at Eaton Bikes

Rent bicycles from Eaton Bikes and set off on a self-guided biking adventure around Key West. Explore the beaches and scenic trails.
Eaton Bikes is a popular bike rental shop near Duval Street.
$30, 4 hours

1:00PM

Picnic Lunch at Fort Zachary Taylor State Park

Pack a picnic lunch and bike to Fort Zachary Taylor State Park for a relaxing afternoon by the beach. Explore the historic fort and enjoy the scenery.
Ride your rented bikes to Fort Zachary Taylor State Park.
$15, 2 hours

4:00PM

Visit The Ernest Hemingway Home and Museum

Explore the historic home of Ernest Hemingway, a renowned American author, and discover the beautiful gardens and the famous polydactyl cats.
The Ernest Hemingway Home and Museum is a short bike ride from Fort Zachary Taylor State Park.
$14, 1.5 hours

6:30PM

Dinner at El Meson de Pepe

Savor authentic Cuban cuisine at El Meson de Pepe, a popular restaurant in Key West known for its vibrant atmosphere and flavorful dishes.
El Meson de Pepe is located in Mallory Square.
$30, 2 hours
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Day 3: Relaxation Day

Key West, Florida

9:00AM

Yoga on the Beach

Start your day with a rejuvenating yoga session on the beach, listening to the calming sounds of the ocean and feeling the gentle sea breeze.
Choose a quiet spot on the beach near your accommodation.
Free, 1 hour

11:00AM

Spa Treatment at Ocean Wellness Spa

Indulge in a relaxing spa treatment at Ocean Wellness Spa, where you can unwind with a massage, facial, or body treatment of your choice.
Ocean Wellness Spa is located in Old Town Key West.
$100, 2 hours

2:00PM

Poolside Relaxation at The Marker Key West

Enjoy a leisurely afternoon by the pool at The Marker Key West, a luxury hotel with a tropical ambiance and refreshing cocktails.
The Marker Key West is a short walk or drive from Ocean Wellness Spa.
$25, 2 hours

5:00PM

Sunset Sail with Fury Water Adventures

Embark on a romantic sunset sail with Fury Water Adventures, where you can enjoy breathtaking views of the sun setting over the Gulf of Mexico.
Meet at the Fury Water Adventures dock near Mallory Square.
$60, 2 hours

8:00PM

Dinner at Azur Restaurant

Dine at Azur Restaurant, a Mediterranean-inspired eatery in Key West offering a blend of fresh seafood, pasta, and flavorful dishes.
Azur Restaurant is located in the historic district.
$50, 2 hours
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Day 4: Key Largo Road Trip

Key Largo, Florida

8:00AM

Breakfast at Harpoon Harry's

Fuel up with a hearty breakfast at Harpoon Harry's before starting your road trip to Key Largo for a day of sightseeing.
Harpoon Harry's is located in downtown Key West.
$20, 1 hour

9:30AM

Scenic Drive to Key Largo

Embark on a scenic drive to Key Largo, the first of the Florida Keys, known for its underwater coral reefs and outdoor activities.
Take Highway 1 north from Key West to Key Largo, approximately a 2-hour drive.
Gas Cost, 2 hours

12:00PM

Explore John Pennekamp Coral Reef State Park

Discover the marine wonders of John Pennekamp Coral Reef State Park through snorkeling tours, glass-bottom boat rides, and nature trails.
Head to the visitor center of John Pennekamp Coral Reef State Park upon arrival in Key Largo.
$15 (Park Entrance), 3 hours

3:30PM

Lunch at Mrs. Mac's Kitchen

Enjoy a casual lunch at Mrs. Mac's Kitchen, a local favorite in Key Largo serving up fresh seafood and classic Florida cuisine.
Mrs. Mac's Kitchen is a short drive from John Pennekamp Coral Reef State Park.
$25, 1.5 hours

5:30PM

Visit Dolphin Research Center

Interact with dolphins and learn about marine conservation at the Dolphin Research Center, an educational experience for all ages.
Drive to the Dolphin Research Center for guided tours and dolphin encounters.
$30, 2 hours

7:30PM

Dinner at Key Largo Conch House

Indulge in fresh conch dishes at Key Largo Conch House, a waterfront restaurant offering a taste of the local cuisine.
Key Largo Conch House is conveniently located for a delicious dinner before heading back to Key West.
$40, 2 hours
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Day 5: Farewell Key West

Key West, Florida

9:00AM

Breakfast at Sarabeth's

Enjoy a delicious breakfast at Sarabeth's, a cozy cafe known for its fresh pastries, breakfast classics, and charming ambiance.
Sarabeth's is situated in the heart of Key West.
$15, 1 hour

11:00AM

Visit The Key West Butterfly and Nature Conservatory

Immerse yourself in the tropical beauty of The Key West Butterfly and Nature Conservatory, where you can observe colorful butterflies and exotic plants.
Walk or bike to The Key West Butterfly and Nature Conservatory, located near the historic district.
$12, 1.5 hours

1:00PM

Lunch at Garbo's Grill

Savor flavorful tacos and Caribbean-inspired dishes at Garbo's Grill, a popular food truck in Key West known for its delicious offerings.
Find Garbo's Grill in various locations around Key West for a casual and tasty lunch experience.
$10, 1 hour

3:00PM

Shopping on Duval Street

Explore the vibrant shops and boutiques on Duval Street, where you can find unique souvenirs, clothing, and local artworks to take home.
Walk along Duval Street from Garbo's Grill.
Varies, 2 hours

6:00PM

Sunset at Southernmost Point

Witness a spectacular sunset at the Southernmost Point of the Continental U.S., a must-see landmark offering stunning views of the ocean horizon.
Stroll or bike to the Southernmost Point marker.
Free, 1 hour

7:30PM

Farewell Dinner at Louie's Backyard

Conclude your Key West adventure with a memorable dinner at Louie's Backyard, an oceanfront restaurant known for its elegant dining and ocean views.
Louie's Backyard is a short walk from the Southernmost Point.
$70, 2 hours
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