Ultimate Key West Adventure Itinerary

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. It's a short walk or bike ride from most accommodations.
$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, allowing you to leisurely enjoy the city streets.
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, offering a convenient dining option in the heart of the city.
$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. Bike rentals and tours are easily accessible in the city.
$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. Make reservations in advance for a memorable dining experience.
$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, offering a cozy setting to begin your day of biking.
$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. Rent bikes for the day to enjoy the freedom of exploring at your own pace.
$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, located at the southwestern tip of Key West. Enjoy the scenic coastal route.
$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, offering a glimpse into literary history.
$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, a convenient stop after your visit to the Hemingway Home. Enjoy a taste of Cuba in Key West.
$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 or join a beach yoga class organized by local studios.
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, offering a tranquil oasis for relaxation and pampering.
$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, providing a perfect setting for unwinding under the sun.
$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 for a memorable sunset cruise. Book in advance to secure your spot.
$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, a short distance from Mallory Square. Enjoy a culinary journey in a charming setting.
$50, 2 hours
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Day 4: Road Trip to Dry Tortugas National Park

Key West, Florida

7:00AM

Breakfast at Harpoon Harry's

Fuel up with a hearty breakfast at Harpoon Harry's, a local favorite known for its generous portions and classic American breakfast options.
Harpoon Harry's is located in downtown Key West, a convenient starting point for your road trip to Dry Tortugas National Park.
$20, 1 hour

8:30AM

Ferry Ride to Dry Tortugas National Park

Board the ferry for an exciting day trip to Dry Tortugas National Park, a remote paradise known for its crystal-clear waters and historic fort.
Meet at the ferry terminal in Key West for a scenic ferry ride to Dry Tortugas National Park. Book tickets in advance for this adventure.
$175, 2 hours

11:30AM

Explore Fort Jefferson

Discover the history of Fort Jefferson, a massive coastal fortress in Dry Tortugas National Park, and admire the stunning views from the top.
Join a guided tour of Fort Jefferson upon arrival at the park. Learn about its storied past and enjoy panoramic vistas of the Gulf of Mexico.
$5, 2 hours

2:00PM

Snorkeling Adventure

Dive into the vibrant underwater world with a snorkeling session in the pristine waters of Dry Tortugas National Park, teeming with marine life.
Gear up for snorkeling near the fort's beach area. Explore the coral reefs and colorful fish species for an unforgettable experience.
$40, 2 hours

5:00PM

Sunset Views on the Ferry

Relax on the ferry ride back to Key West and savor the breathtaking sunset views over the ocean, ending your day trip with a magical moment.
Return to the ferry terminal for the scenic journey back to Key West. Enjoy the sunset from the deck of the ferry as you head back to the island.
Included in ferry ticket, 2 hours

7:30PM

Dinner at Nine One Five

Conclude your day with a delightful dinner at Nine One Five, a chic restaurant offering a diverse menu of contemporary American cuisine.
Nine One Five is located in the historic district of Key West, providing a sophisticated dining experience to end your adventurous day.
$60, 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, offering a delightful start to your final day on the island.
$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. Explore the enchanting indoor garden.
$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. Enjoy the local flavors.
$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, browsing the eclectic stores and galleries that line this famous Key West thoroughfare.
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, located at the tip of Key West. Join fellow travelers to capture the perfect sunset moment.
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, offering a picturesque setting to savor your last evening in Key West.
$70, 2 hours
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