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![Ultimate 5-Day Key West Adventure and Relaxation](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f9546-8855-7933-97d9-4c647ee048aa/location222.jpg)
Ultimate 5-Day Key West Adventure and Relaxation Itinerary
Last updated: 2024 Jun 14Sunset Sailing and Duval Street Delights
Morning
Start your day with a delightful breakfast at the iconic Blue Heaven, known for its unique atmosphere. After breakfast, embark on a Key West Conch Train Tour to get an overview of the island's history and key landmarks.
Afternoon
For lunch, head to El Siboney Restaurant for authentic Cuban cuisine. Afterward, explore the Key West Historic District at your own pace, visiting the Hemingway Home and Museum and the Key West Lighthouse and Keeper's Quarters Museum.
Evening
Enjoy a magical sunset sailing experience on a Key West 2-Hour Sunset Sail with Live Music. After the cruise, have a delicious dinner at Latitudes on Sunset Key and take a leisurely walk along Mallory Square to experience the vibrant sunset celebration.
Bedtime
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![Visit Key West Conch Train Tour in Key West](https://cdn.getyourguide.com/img/tour/622bcf5db4010.jpeg/21.jpg)
4.59Key West Conch Train Tour
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![Visit Key West Conch Train Tour in Key West](https://cdn.getyourguide.com/img/tour/622bcf5db4010.jpeg/21.jpg)
Key West Conch Train Tour
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![Visit Key West Historic District in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0f/64/93/42.jpg)
4.57Key West Historic District
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![Visit Key West Historic District in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0f/64/93/42.jpg)
Key West Historic District
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![Visit Ernest Hemingway Home and Museum in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/65/64.jpg)
4.68Hemingway Home and Museum
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![Visit Ernest Hemingway Home and Museum in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/65/64.jpg)
Hemingway Home and Museum
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![Visit Key West Lighthouse and Keeper's Quarters Museum in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/c9/a1/63.jpg)
4.74Key West Lighthouse and Keeper's Quarters Museum
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![Visit Key West Lighthouse and Keeper's Quarters Museum in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/c9/a1/63.jpg)
Key West Lighthouse and Keeper's Quarters Museum
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![Visit Key West 2-Hour Sunset Sail with Live Music in Key West](https://cdn.getyourguide.com/img/tour/601320954dcae.jpeg/21.jpg)
4.78Key West 2-Hour Sunset Sail with Live Music
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![Visit Key West 2-Hour Sunset Sail with Live Music in Key West](https://cdn.getyourguide.com/img/tour/601320954dcae.jpeg/21.jpg)
Key West 2-Hour Sunset Sail with Live Music
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![Visit Mallory Square in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/6d/da.jpg)
4.72Mallory Square
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![Visit Mallory Square in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/6d/da.jpg)
Mallory Square
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Snorkeling and Beach Day
Morning
Indulge in a delightful breakfast at Blue Heaven before heading out for a Key West Reef Snorkel Morning Tour with Breakfast & Mimosas. Spend the morning exploring the underwater world of the Florida Keys National Marine Sanctuary.
Afternoon
For lunch, enjoy fresh seafood at Hogfish Bar & Grill. Afterward, relax and unwind at Smathers Beach, where you can soak up the sun and take a refreshing dip in the crystal-clear waters.
Evening
In the evening, savor a casual dinner at Garbo's Grill, known for its gourmet street food. End the day with a leisurely stroll along Duval Street, exploring the shops and vibrant nightlife.
Bedtime
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![Visit Key West Reef Snorkel Morning Tour with Breakfast & Mimosas in Key West](https://cdn.getyourguide.com/img/tour/6464f3226137b.jpeg/21.jpg)
4.47Key West Reef Snorkel Morning Tour with Breakfast & Mimosas
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![Visit Key West Reef Snorkel Morning Tour with Breakfast & Mimosas in Key West](https://cdn.getyourguide.com/img/tour/6464f3226137b.jpeg/21.jpg)
Key West Reef Snorkel Morning Tour with Breakfast & Mimosas
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![Visit Florida Keys National Marine Sanctuary in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/79/57.jpg)
4.75Florida Keys National Marine Sanctuary
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![Visit Florida Keys National Marine Sanctuary in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/79/57.jpg)
Florida Keys National Marine Sanctuary
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![Visit Smathers Beach in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/67/56.jpg)
4.76Smathers Beach
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![Visit Smathers Beach in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/67/56.jpg)
Smathers Beach
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![Visit Duval Street in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/67/13.jpg)
4.83Duval Street
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![Visit Duval Street in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/67/13.jpg)
Duval Street
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Island Adventure and Sunset Celebration
Morning
Start your day with a delicious breakfast at Blue Heaven before embarking on a Key West Jet Ski Island Tour. Experience the thrill of jet skiing around the island and taking in the scenic views.
Afternoon
For lunch, enjoy a taste of the Caribbean at Bien Caribbean Latino. Afterward, visit the Southernmost Point of the Continental USA and take a leisurely walk through the Key West Butterfly and Nature Conservatory.
Evening
Witness a breathtaking sunset at Mallory Square and enjoy the lively sunset celebration. For dinner, savor the flavors of the Mediterranean at Azur Restaurant. After dinner, take a romantic Key West Sunset Dinner Cruise with Open Bar & Live Music.
Bedtime
Find amazing hotels in Key West.
![Visit Key West Jet Ski Island Tour in Key West](https://cdn.getyourguide.com/img/tour/02c979c4a0a9d6da96f0faf8499fffa31db4b0b160f3fd4e802809daf7f4d78a.png/21.jpg)
4.68Key West Jet Ski Island Tour
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![Visit Key West Jet Ski Island Tour in Key West](https://cdn.getyourguide.com/img/tour/02c979c4a0a9d6da96f0faf8499fffa31db4b0b160f3fd4e802809daf7f4d78a.png/21.jpg)
Key West Jet Ski Island Tour
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![Visit Southernmost Point of the Continental USA in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/df/d2/e8.jpg)
4.72Southernmost Point of the Continental USA
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![Visit Southernmost Point of the Continental USA in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/df/d2/e8.jpg)
Southernmost Point of the Continental USA
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![Visit Key West Butterfly and Nature Conservatory in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/f5/31.jpg)
4.94Key West Butterfly and Nature Conservatory
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![Visit Key West Butterfly and Nature Conservatory in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/f5/31.jpg)
Key West Butterfly and Nature Conservatory
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![Visit Mallory Square in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/6d/da.jpg)
4.72Mallory Square
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![Visit Mallory Square in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/6d/da.jpg)
Mallory Square
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![Visit Key West Sunset Dinner Cruise with Open Bar & Live Music in Key West](https://cdn.getyourguide.com/img/tour/430b5b4df0ccc13b7e62d804357fd73b41a7a8dc447e86a28c7c6983e96d3739.jpeg/21.jpg)
4.28Key West Sunset Dinner Cruise with Open Bar & Live Music
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![Visit Key West Sunset Dinner Cruise with Open Bar & Live Music in Key West](https://cdn.getyourguide.com/img/tour/430b5b4df0ccc13b7e62d804357fd73b41a7a8dc447e86a28c7c6983e96d3739.jpeg/21.jpg)
Key West Sunset Dinner Cruise with Open Bar & Live Music
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Historic Sites and Sandbar Relaxation
Morning
Enjoy a leisurely breakfast at Blue Heaven before visiting the Fort Zachary Taylor. Explore the historic fort and relax on the beautiful beach.
Afternoon
For lunch, have a picnic at the fort or enjoy a meal at Garbo's Grill. In the afternoon, take a Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat for a unique and relaxing experience.
Evening
Enjoy a casual dinner at Garbo's Grill or Garbo's Grill and spend the evening at your leisure, perhaps taking a romantic walk along the beach.
Bedtime
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![Visit From Fairbanks Chena Hot Springs Northern Lights Tour in Key West](https://cdn.getyourguide.com/img/tour/5cc268c96a793.jpeg/21.jpg)
3.97Fort Zachary Taylor
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![Visit From Fairbanks Chena Hot Springs Northern Lights Tour in Key West](https://cdn.getyourguide.com/img/tour/5cc268c96a793.jpeg/21.jpg)
Fort Zachary Taylor
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![Visit Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat in Key West](https://cdn.getyourguide.com/img/tour/6178436d30dfd.jpeg/21.jpg)
4.78Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat
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![Visit Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat in Key West](https://cdn.getyourguide.com/img/tour/6178436d30dfd.jpeg/21.jpg)
Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat
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Cultural Exploration and Farewell to Key West
Morning
Start your last day in Key West with a delightful breakfast at Blue Heaven before taking a Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour. Visit the Key West Shipwreck Treasure Museum and the Key West Aquarium.
Afternoon
For lunch, enjoy a meal at Mangia Mangia Pasta Cafe. Afterward, take a Key West Food Tasting and Cultural Walking Tour to immerse yourself in the local food and culture.
Evening
Conclude your Key West adventure with a farewell dinner at Latitudes on Sunset Key, savoring the stunning views and delicious cuisine. Reflect on your unforgettable trip as you enjoy a leisurely evening in this tropical paradise.
Bedtime
Find amazing hotels in Key West.
![Visit Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour in Key West](https://cdn.getyourguide.com/img/tour/6f964a96d0917af5.jpeg/21.jpg)
4.45Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour
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![Visit Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour in Key West](https://cdn.getyourguide.com/img/tour/6f964a96d0917af5.jpeg/21.jpg)
Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour
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![Visit Key West Shipwreck Treasure Museum in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7d/be.jpg)
4.58Key West Shipwreck Treasure Museum
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![Visit Key West Shipwreck Treasure Museum in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7d/be.jpg)
Key West Shipwreck Treasure Museum
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![Visit Key West Aquarium in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/6e/19.jpg)
4.31Key West Aquarium
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![Visit Key West Aquarium in Key West](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/6e/19.jpg)
Key West Aquarium
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![Visit Key West Food Tasting and Cultural Walking Tour in Key West](https://cdn.getyourguide.com/img/tour/5d812cb3cb3b0.jpeg/21.jpg)
4.86Key West Food Tasting and Cultural Walking Tour
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![Visit Key West Food Tasting and Cultural Walking Tour in Key West](https://cdn.getyourguide.com/img/tour/5d812cb3cb3b0.jpeg/21.jpg)
Key West Food Tasting and Cultural Walking Tour
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