Key West Relaxation and Cultural Immersion Itinerary

Day 1: Relaxation and Nature

Key West, Florida on July 28, 2024

8:00 AM

Breakfast at Blue Heaven

Indulge in a delicious breakfast at the iconic Blue Heaven known for its laid-back atmosphere and tasty dishes like their famous key lime pie pancakes.
Walk or take a short ride to Blue Heaven located in the heart of Old Town Key West.
$20, 1 hour

10:00 AM

Key West Butterfly and Nature Conservatory

Explore the tropical gardens filled with colorful butterflies and exotic birds, offering a tranquil and picturesque setting for relaxation and nature appreciation.
Head to the Key West Butterfly and Nature Conservatory located nearby.
$15, 2 hours

1:00 PM

Lunch at Garbo's Grill

Enjoy a flavorful fusion of Caribbean and Mediterranean cuisines at Garbo's Grill, known for its tasty tacos and sandwiches.
Take a leisurely walk or bike ride to Garbo's Grill in Old Town Key West.
$15, 1 hour

4:00 PM

Mallory Square Sunset Celebration

Witness the vibrant sunset while enjoying live performances, local artisans, and street performers at the famous Mallory Square Sunset Celebration.
Stroll over to Mallory Square located along the waterfront.
$0, 2 hours

7:00 PM

Dinner at Santiago's Bodega

Savor a tapas-style dining experience with a mix of Mediterranean and Latin flavors at Santiago's Bodega, offering a cozy and intimate atmosphere.
Walk or take a short ride to Santiago's Bodega in Old Town Key West.
$50, 1.5 hours
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Day 2: City Experiences and Foodie Delights

Key West, Florida on July 29, 2024

9:00 AM

Breakfast at Banana Cafe

Start your day with a delicious French-inspired breakfast at Banana Cafe, known for its crepes and pastries in a charming courtyard setting.
Walk to Banana Cafe located in the heart of Old Town Key West.
$25, 1 hour

11:00 AM

Explore Duval Street

Stroll down the bustling Duval Street, lined with vibrant shops, art galleries, and lively bars, offering a taste of Key West's unique culture and charm.
Begin your exploration of Duval Street starting from Banana Cafe.
$0, 2 hours

1:00 PM

Lunch at El Siboney

Dine at El Siboney for authentic Cuban cuisine, with a menu featuring traditional dishes like ropa vieja and picadillo in a cozy, family-owned restaurant.
Walk or take a short ride to El Siboney on Catherine Street.
$20, 1 hour

3:00 PM

Ernest Hemingway Home and Museum

Visit the historic home of renowned author Ernest Hemingway, now turned museum, showcasing his life and legacy, along with the famous polydactyl cats on the property.
Head to the Ernest Hemingway Home and Museum on Whitehead Street.
$15, 1.5 hours

7:00 PM

Dinner at Louie's Backyard

Indulge in a fine dining experience with oceanfront views at Louie's Backyard, offering a diverse menu of fresh seafood and innovative dishes.
Walk or take a short ride to Louie's Backyard on Waddell Avenue.
$70, 2 hours
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Day 3: Beach Day and Water Activities

Key West, Florida on July 30, 2024

9:00 AM

Breakfast at Sarabeth's

Enjoy a delightful breakfast at Sarabeth's located in the heart of Key West, known for its fresh and scrumptious brunch options.
Walk to Sarabeth's in Old Town Key West.
$30, 1 hour

11:00 AM

Fort Zachary Taylor State Park

Spend the day at Fort Zachary Taylor State Park, known for its sandy beaches, clear waters, and opportunities for snorkeling, swimming, and picnicking.
Take a short ride or walk to Fort Zachary Taylor State Park.
$5 (park entry fee), 3 hours

2:00 PM

Lunch at DJ's Clam Shack

Feast on fresh seafood and signature clam dishes at DJ's Clam Shack, a popular spot for casual dining and beachside bites.
Head to DJ's Clam Shack near Duval Street.
$25, 1 hour

4:00 PM

Key West Water Sports

Embark on thrilling water activities like jet skiing, parasailing, or paddleboarding with Key West Water Sports, offering an adrenaline-pumping experience on the crystal-clear waters.
Book your water sports session with Key West Water Sports located near the marina.
$100, 2 hours

7:00 PM

Dinner at Seven Fish

Relish innovative seafood dishes in a cozy setting at Seven Fish, known for its creative menu prepared with fresh, local ingredients.
Walk or take a short ride to Seven Fish on Petronia Street.
$60, 1.5 hours
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Day 4: Cultural Exploration and Entertainment

Key West, Florida on July 31, 2024

9:00 AM

Breakfast at Pepe's Cafe

Start your day with a classic American breakfast at Pepe's Cafe, a historic diner known for its hearty portions and charming ambiance.
Walk or take a short ride to Pepe's Cafe located on Caroline Street.
$20, 1 hour

11:00 AM

Key West Art and Historical Society

Explore the rich history and vibrant art scene of Key West at the Key West Art and Historical Society, featuring exhibitions and artifacts that showcase the island's heritage.
Visit the Key West Art and Historical Society located near Truman Waterfront Park.
$10, 2 hours

1:00 PM

Lunch at Blue Heaven

Return to Blue Heaven for a delightful lunch experience, savoring their diverse menu of Caribbean-inspired dishes in their iconic courtyard setting.
Walk or bike to Blue Heaven in Old Town Key West.
$30, 1 hour

3:00 PM

Key West Ghost Tour

Embark on a spooky yet fascinating Key West Ghost Tour, exploring the island's haunted sites and hearing eerie tales from the past, adding a thrilling twist to your cultural exploration.
Join the Key West Ghost Tour starting from Mallory Square.
$25, 1.5 hours

7:00 PM

Dinner at Latitudes

Enjoy a gourmet dining experience at Latitudes, nestled on the private beach of Sunset Key, offering a refined menu of seafood and island-inspired dishes.
Take a sunset ferry to Sunset Key and dine at Latitudes.
$100, 2 hours
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Day 5: Farewell Key West

Key West, Florida on August 1, 2024

8:00 AM

Breakfast at Cuban Coffee Queen

Savor Cuban-inspired breakfast delights at Cuban Coffee Queen, known for their strong coffee, delicious Cuban sandwiches, and breakfast wraps.
Walk to Cuban Coffee Queen on Margaret Street.
$15, 1 hour

10:00 AM

Visit Truman Little White House

Tour the historic Truman Little White House, a former presidential retreat and museum showcasing Key West's presidential connections and local history.
Head to Truman Little White House on Front Street.
$25, 1.5 hours

12:00 PM

Lunch at Alonzo's Oyster Bar

Satisfy your seafood cravings with a lunch at Alonzo's Oyster Bar, offering a variety of fresh oyster dishes and other seafood specialties.
Walk or take a short ride to Alonzo's Oyster Bar on Front Street.
$40, 1 hour

2:00 PM

Shop for Souvenirs on Greene Street

Take a leisurely walk along Greene Street and explore the vibrant shops and boutiques for unique souvenirs and gifts to remember your Key West journey.
Walk down Greene Street from Alonzo's Oyster Bar.
$0, 1 hour

4:00 PM

Departure

Say farewell to Key West with cherished memories and head to Key West International Airport for your onward journey.
Arrange for a taxi or use ride-sharing services to reach Key West International Airport.
$0, 2 hours
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