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Ultimate 5-Day Adult Getaway in Key West

Ultimate 5-Day Adult Getaway in Key West Itinerary

Last updated: 2024 Jun 14

Island Adventure and Sunset Spectacle

Morning
Start your Key West journey with a hearty breakfast at Blue Heaven, known for its unique ambiance and delicious cuisine. Afterward, head to Smathers Beach to soak up the sun and enjoy the pristine waters. Take a leisurely walk along the shore and feel the island vibes.
Afternoon
For lunch, indulge in fresh seafood at Hogfish Bar & Grill, a local favorite. Post-lunch, embark on the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour to get an overview of the island's top attractions. Hop off at Mallory Square to explore the shops and galleries.
Evening
Experience the famous Key West sunset with the Key West Sunset Party Cruise by Catamaran. Enjoy live music, tropical drinks, and the breathtaking view as the sun dips below the horizon. For dinner, savor the culinary delights at Latitudes on Sunset Key, offering a perfect blend of food and ambiance.
Bedtime
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Visit Smathers Beach in Key West
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Smathers Beach

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Visit Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour in Key West
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Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour

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Snorkeling, Sailing, and Culinary Delights

Morning
Kick off your day with a sumptuous breakfast at Firefly Key West, known for its Southern-inspired dishes. After breakfast, get ready for an adventure with the Key West Dolphin Watching and Snorkeling Eco Cruise Tour. Immerse yourself in the vibrant marine life and enjoy the company of dolphins in their natural habitat.
Afternoon
Post-cruise, satisfy your hunger with a visit to Garbo's Grill, a food truck offering mouthwatering gourmet creations. Spend your afternoon sailing on the Key West 2-Hour Sunset Sail on Schooner America 2.0. Relax on the deck, enjoy the sea breeze, and take in the stunning views of the coastline.
Evening
Dine at Nine One Five, an elegant restaurant with a diverse menu and a great wine selection. After dinner, take a leisurely stroll down Duval Street, exploring the vibrant nightlife and entertainment options.
Bedtime
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Visit Key West Dolphin Watching and Snorkeling Eco Cruise Tour in Key West
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Key West Dolphin Watching and Snorkeling Eco Cruise Tour

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Visit Key West Schooner Sunset Sail with Food & Drinks in Key West
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Key West 2-Hour Sunset Sail on Schooner America 2.0

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Historic Treasures and Waterside Wonders

Morning
Start your morning with breakfast at Cafe Marquesa, offering a sophisticated dining experience. Afterward, visit the iconic Southernmost Point of the Continental USA and take the quintessential photo to mark your visit to Key West. Then, explore the fascinating history of the island at the Mel Fisher Maritime Museum.
Afternoon
Enjoy a delightful lunch at La Creperie French Cafe, where you can savor sweet and savory crepes. Post-lunch, take a guided tour of the Edward B. Knight Pier and learn about the local marine life and conservation efforts. If time allows, relax at the pier and enjoy the serene ocean views.
Evening
For dinner, head to Azur Restaurant for a Mediterranean-inspired meal in a chic setting. Cap off the evening with the Key West Sunset Sailing Trip with Open Bar, Food and Music, where you can dance to live music and enjoy the open bar as the sun sets on another perfect day in Key West.
Bedtime
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Visit Southernmost Point of the Continental USA in Key West
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Southernmost Point of the Continental USA

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Visit Mel Fisher Maritime Museum in Key West
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Mel Fisher Maritime Museum

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Nature's Bounty and Cultural Delights

Morning
Enjoy a delightful breakfast at Mangia Mangia Pasta Cafe, known for its fresh pasta and homemade sauces. After breakfast, set out for an adventure with the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks. Paddle through the crystal-clear waters and enjoy a unique dining experience on a sandbar.
Afternoon
After the kayaking tour, visit the Key West Butterfly and Nature Conservatory to witness the beauty of tropical butterflies and colorful birds. For lunch, head to The Flaming Buoy Filet Co. and indulge in their signature dishes. Spend the rest of your afternoon at the serene Key West Cemetery, exploring the historic gravestones and learning about the island's past.
Evening
Dine at Better Than Sex - A Dessert Restaurant Key West, where you can indulge in decadent desserts in a romantic, intimate setting. Conclude your evening with the Key West Ghosts & Gravestones Guided Trolley Tour, a spine-tingling journey through the haunted side of Key West's history.
Bedtime
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Visit Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks in Key West
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Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks

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Visit Key West Butterfly and Nature Conservatory in Key West
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Key West Butterfly and Nature Conservatory

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Adventure Finale and Farewell Feasts

Morning
Enjoy a leisurely breakfast at Blackfin Bistro, offering a diverse menu with ocean views. After breakfast, get your adrenaline pumping with the Key West Jet Ski Island Tour. Explore the waters surrounding the island on a thrilling jet ski ride, taking in the scenic coastline and enjoying the freedom of the open sea.
Afternoon
For your final lunch in Key West, visit Santiago's Bodega for a unique tapas experience with a wide selection of small plates and refreshing drinks. After lunch, spend your afternoon at the Fort Zachary Taylor, where you can relax on the beach, explore the historic fort, and take in the natural beauty of the state park.
Evening
Conclude your Key West adventure with a memorable dinner at Louie's Backyard, known for its oceanfront dining and innovative cuisine. Reflect on your trip as you enjoy the sea breeze and the sound of the waves. After dinner, take a leisurely walk to Mallory Square to witness the vibrant street performers and bid farewell to the famous Key West sunset.
Bedtime
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Visit Key West Jet Ski Island Tour in Key West
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Key West Jet Ski Island Tour

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Fort Zachary Taylor

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