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Summary

This 5-day itinerary for Key West covers the best of the island's accommodations, dining, sights, and activities. From the moment of arrival, travelers are immersed in the vibrant culture and natural beauty of Key West, with recommendations for every taste and interest. Highlights include the historic Key West Lighthouse, the famous Southernmost Point Buoy, water adventures with Fury Key West, and culinary delights such as Kermit's Key Lime Shoppe. Each day is thoughtfully planned to balance relaxation with exploration, ensuring a memorable experience in the Conch Republic.

🌴 Day 1: Arrival and Exploration

The first day is all about settling in, enjoying local cuisine, and beginning to explore Key West's iconic sights.

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🏨 Best Western Hibiscus

Best Western Hibiscus is a spacious and beautifully decorated property located along the Southernmost side of the island. The rooms are centered around the star of the show - the pool, offering a relaxing retreat. The hotel also provides complimentary breakfast, allowing guests to start their mornings without feeling rushed.

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Tips

Take advantage of the pool and complimentary breakfast to save money and relax, making the most of your stay at this gorgeous property.

Travel Information
📍   Address: 1313 Simonton St, Key West, FL 33040
🔗   Profiles: Instagram

🍽️ Moon Dog Cafe

Moon Dog Cafe is a charming garden cottage next to the historical Hemingway House, offering a delightful setting for a meal. Known for its pastries and garden seating, it provides a serene and picturesque dining experience.

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Tips

Consider visiting the Hemingway House nearby for a cultural touch to your meal, and don't miss out on the amazing selection of pastries and baked goods.

Travel Information
📞   Phone: (305) 741-7699
🌐   Website: https://moondogcafe.com/
🕒   Hours: See hours
⏳   Typical duration: 45 min to 1.5 hr
📍   Address: 823 Whitehead St, Key West, FL 33040
🔗   Profiles: Facebook Instagram

🗼 Key West Lighthouse

The historic Key West Lighthouse offers panoramic views of the entire island from its top, providing a breathtaking perspective of the surroundings. The museum on site adds a touch of history and culture to the visit.

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Tips

Climb the 88 steps for stunning views, best enjoyed in the morning or late afternoon to avoid crowds and capture the beauty of Key West.

Travel Information
📞   Phone: (305) 294-0012
🌐   Website: https://www.kwahs.org/museums/lighthouse-keepers-quarters/visit
🕒   Hours: See hours
⏳   Typical duration: 1 hour
📍   Address: 938 Whitehead St, Key West, FL 33040

📍 Southernmost Point Buoy

The Southernmost Point Buoy is one of the most photographed spots in Key West, marking the southernmost point of the continental US. It offers a unique opportunity to capture memorable moments against the backdrop of this iconic landmark.

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Tips

Visit early in the morning to avoid long lines for photos and savor the tranquil atmosphere of this renowned location.

Travel Information
📞   Phone: (305) 809-3700
🌐   Website: https://cityofkeywest-fl.gov/Facilities/Facility/Details/Southernmost-Point-44
🕒   Hours: See hours
⏳   Typical duration: 45 min
📍   Address: 1400 Whitehead St, Key West, FL 33040

🌯 Sinz Burritos

Sinz Burritos is a casual eatery offering large servings of build-your-own burritos, tacos, and quesadillas, providing a satisfying and customizable dining experience.

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Tips

Great for a quick and satisfying meal, with options to customize your order and indulge in the generous portions.

Travel Information
📞   Phone: (305) 916-5920
🌐   Website: http://www.sinzburritos.com/
🕒   Hours: See hours
⏳   Typical duration: 20-45 min
📍   Address: 500 Truman Ave Unit 1, Key West, FL 33040
🔗   Profiles: Facebook X (Twitter) Instagram

🍰 Better than Sex Desserts

Better than Sex Desserts is an adults-only dessert restaurant with an intimate vibe, known for its chocolate rimmed drinks and mouth-watering desserts. The unique dessert names and cozy ambiance create a memorable dining experience.

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Tips

Make reservations in advance and prepare to share the large dessert portions, indulging in the delectable treats offered at this distinctive establishment.

Travel Information
📞   Phone: (305) 296-8102
🌐   Website: https://www.betterthansexdesserts.com/
🕒   Hours: See hours
📍   Address: 926 Simonton St, Key West, FL 33040
🔗   Profiles: Instagram Facebook

🌅 Day 2: Historic Seaport Adventures

The second day in Key West is all about exploring the Historic Seaport area, indulging in delectable dining, and culminating with a breathtaking sunset sail.

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🍹 Cuban Coffee Queen

A charming spot renowned for its iconic "Greetings from Key West" mural and the delightful aroma of Cuban coffee that fills the air.

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Tips

Don't miss the opportunity to capture a photo with the famous mural, and be sure to savor the rich flavors of the cafe con leche.

🍽 Dante's Restaurant and Pool Bar

An energetic hotspot offering complimentary use of a pool, a variety of tiki bars, and surprisingly delightful culinary offerings.

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Tips

Indulge in the flavors of the shrimp po boy, and consider timing your visit to coincide with a day featuring a DJ for an added element of fun.

Travel Information
📞   Phone: (305) 293-5123
🌐   Website: http://danteskeywest.com/
🕒   Hours: See hours
⏳   Typical duration: 45 min to 2 hr
📍   Address: 955 Caroline St, Key West, FL 33040
🔗   Profiles: Instagram Facebook X (Twitter)

🍺 Waterfront Brewery

A beloved establishment within the local craft beer scene, celebrated for its diverse offerings, with the Key Lime Pie beer on tap stealing the spotlight.

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Tips

If there's a wait, try to secure a seat at the bar, and ensure you sample the unique and refreshing Key Lime Pie beer.

Travel Information
📞   Phone: (305) 440-2270
🌐   Website: http://thewaterfrontbrewery.com/
🕒   Hours: See hours
📍   Address: 201 William St, Key West, FL 33040
🔗   Profiles: Facebook X (Twitter) LinkedIn

🛥 Sebago Watersports

Offers an enchanting Land's End Sunset Sail experience, complete with premium drinks, delectable hors d'oeuvres, and the melodic tunes of local musicians.

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Tips

Immerse yourself in the unparalleled beauty of the famous Key West sunset from the tranquil vantage point of the water, and revel in the exceptional service provided by the friendly crew.

Travel Information
📞   Phone: (305) 294-5687
🌐   Website: https://keywestsebago.com/?utm_source=gmb+listing&utm_medium=organic
🕒   Hours: See hours
📍   Address: 205 Elizabeth St, Key West, FL 33040
🔗   Profiles: LinkedIn Facebook Instagram

🌊 Day 3: Ultimate Water Adventure

  • A day packed with water activities including jet skiing, parasailing, and snorkeling, capped off with a happy hour.

📍 Fury Key West

Fury Key West offers the Ultimate Adventure, a comprehensive water sports tour that includes jet skiing, parasailing, snorkeling, banana boat rides, and a water obstacle course. The tour also provides breakfast, lunch, and happy hour, ensuring a full day of enjoyment on the water.

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Tips

Wear comfortable swimwear and be prepared for an action-packed day. Don't miss the opportunity to experience the breathtaking views while parasailing.

Travel Information
📞   Phone: (855) 831-5997
🌐   Website: https://www.furycat.com/?nck=duval
🕒   Hours: See hours
⏳   Typical duration: 20 min to 1.5 hr
📍   Address: 0 Duval St, Key West, FL 33040
🔗   Profiles: LinkedIn YouTube

🌴 Day 4: Culinary Delights and Nightlife

Explore Key West's culinary scene and vibrant nightlife, including famous key lime pie and live music.

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🍴 Kermit's Key Lime Shoppe

Kermit's Key Lime Shoppe is the home to the famous key lime pie, a must-try dessert in Key West. The shop offers a variety of key lime pie options, including the renowned chocolate covered key lime pie on a stick, a unique and delightful treat that shouldn't be missed.

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<div class="-md-ext-youtube-widget"> { "title": "How To Make Key Lime Pie With Kermit!", "link": "https://www.youtube.com/watch?v=hzaAdO8UQd0", "channel": { "name": "Erik The Travel Guy"}, "published_date": "May 29, 2020", "length": "3:37" }</div>

<div class="-md-ext-youtube-widget"> { "title": "The Original Key Lime Pie Bakery vs Kermit's Key West Key ...", "link": "https://www.youtube.com/watch?v=929GnPLKzXI", "channel": { "name": "Order Up Fun"}, "published_date": "Feb 19, 2023", "length": "8:59" }</div>

<div class="-md-ext-youtube-widget"> { "title": "Kermit's Key Lime Pie Shoppe", "link": "https://www.youtube.com/watch?v=AMKy74bjtWs", "channel": { "name": "FOX 4 Now"}, "published_date": "Nov 19, 2014", "length": "2:01" }</div>

Tips

Don't leave without trying the chocolate covered key lime pie on a stick for a true taste of Key West's iconic dessert.

🍽 Nine One Five

Nine One Five is a stylish restaurant known for its homemade pastas and a romantic garden patio. The ambiance of the old house along Duval Street adds to the charm of the dining experience. The lobster ravioli is a standout dish, showcasing the restaurant's dedication to quality and flavor.

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Tips

Try the lobster ravioli and consider making a reservation for the garden patio to enjoy a romantic and intimate dining experience.

Travel Information
📞   Phone: (305) 296-0669
🌐   Website: http://www.915duval.com/
🕒   Hours: See hours
⏳   Typical duration: 1-2 hours
📍   Address: 915 Duval St #5, Key West, FL 33040
🔗   Profiles: Instagram Facebook

🍹 Old Town Tavern

Old Town Tavern offers a delightful house sangria, perfect for enjoying while exploring Duval Street at night. The lively atmosphere and the option to take your drink to go make it an ideal spot to immerse yourself in Key West's vibrant nightlife.

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Tips

Take your drink to go and enjoy the lively atmosphere of Duval Street at night, hopping in and out of the numerous bars that line the street.

Travel Information
📞   Phone: (305) 296-0637
🌐   Website: http://www.oldtowntavernkw.com/
🕒   Hours: See hours
📍   Address: 900 Duval St, Key West, FL 33040
🔗   Profiles: Instagram Facebook

🦋 Day 5: Leisure and Departure

A relaxed final day visiting the Butterfly House and enjoying local cafes before departure.

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🦋 Key West Butterfly House

The Key West Butterfly House is a magical oasis filled with a kaleidoscope of butterflies and the melodious chirping of various bird species. The serene ambiance offers a peaceful and enchanting experience, making it a must-visit for nature enthusiasts and those seeking tranquility amidst the vibrant Key West atmosphere.

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<div class="-md-ext-youtube-widget"> { "title": "Must Do in Key West! Exploring the Butterfly Conservatory", "link": "https://www.youtube.com/watch?v=cLX70WcsKPc", "channel": { "name": "ActionKid"}, "published_date": "Aug 1, 2022", "length": "21:44" }</div>

<div class="-md-ext-youtube-widget"> { "title": "So Many Beautiful Butterflies At The Key West Butterfly & ...", "link": "https://www.youtube.com/watch?v=hb5-xdFjAQM", "channel": { "name": "GmaGpaAdventures"}, "published_date": "Apr 5, 2023", "length": "9:07" }</div>

<div class="-md-ext-youtube-widget"> { "title": "The Key West Butterfly and Nature Conservatory | Key West ...", "link": "https://www.youtube.com/watch?v=K3OpqWozNJ0", "channel": { "name": "Travel & Taste Tales"}, "published_date": "Jan 5, 2024", "length": "9:15" }</div>

Tips

Visit early in the morning to savor the tranquil beauty of the Butterfly House, as the gentle fluttering of butterflies and the melodious songs of the birds create an ethereal experience that is truly captivating.

Travel Information
📞   Phone: (305) 296-2988
🌐   Website: https://www.keywestbutterfly.com/
🕒   Hours: See hours
⏳   Typical duration: 1.5 hours
📍   Address: 1316 Duval St, Key West, FL 33040
🔗   Profiles: Instagram Facebook

🏖️ Southernmost Beach Cafe

Nestled on the southernmost tip of the island, the Southernmost Beach Cafe offers more than just delectable cuisine. With its panoramic views of the azure waters and a small slice of sandy beach, it provides the perfect setting for a leisurely final meal in Key West. The gentle sea breeze and picturesque vistas create an idyllic backdrop for a memorable dining experience.

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Tips

While the prices may lean towards the higher end, the unparalleled views and the convenient location make it a worthwhile choice for a relaxing and scenic farewell to Key West.

Travel Information
📞   Phone: (305) 295-6550
🌐   Website: https://www.southernmostbeachresort.com/dine/southernmost-beach-cafe/
🕒   Hours: See hours
📍   Address: 1405 Duval St, Key West, FL 33040
🔗   Profiles: X (Twitter) Instagram Facebook