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Ultimate 5-Day Stock Island Adventure Itinerary

Ultimate 5-Day Stock Island Adventure Itinerary Itinerary

Last updated: 2024 Jun 14

Stock Island's Delights and Watersports

Morning
Begin your Stock Island adventure with a hearty breakfast at Matt's Stock Island Kitchen & Bar. Afterward, head out for a morning of exploration on the Key West Conch Train Tour, learning about the island's history and culture.
Afternoon
For lunch, enjoy the wood-fired pizzas at Roostica Wood-Fire Pizzeria. Spend your afternoon on the water with the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks, paddling through the mangroves and relaxing on a remote sandbar.
Evening
As the sun sets, savor a delightful dinner at The Perry Hotel Key West. Cap off the evening with live music on the Key West 2-Hour Sunset Sail with Live Music, enjoying the coastal breeze and panoramic views.
Bedtime
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Visit Key West Conch Train Tour in Stock Island
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Key West Conch Train Tour

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Visit Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks in Stock Island
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Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks

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Coral Reefs and Undersea Wonders

Morning
Start with a delicious breakfast and mimosas on the Key West Reef Snorkel Morning Tour with Breakfast & Mimosas. Immerse yourself in the vibrant marine life of the Florida Keys.
Afternoon
After your aquatic adventure, grab lunch at Hurricane Hole Restaurant & Marina. Spend a leisurely afternoon exploring the marine science exhibits and aquariums at the Key West Aquarium.
Evening
Dine at the iconic Blue Heaven, known for its eclectic cuisine and vibrant atmosphere. Then, take a leisurely stroll through the Mallory Square, enjoying the street performers and sunset views.
Bedtime
Find amazing hotels in Stock Island.
Visit Key West Reef Snorkel Morning Tour with Breakfast & Mimosas in Stock Island
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Key West Reef Snorkel Morning Tour with Breakfast & Mimosas

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Visit Zoo Miami (Miami-Dade Zoological Park and Gardens) in Stock Island
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Mallory Square

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Historic Tours and Island Breezes

Morning
Enjoy breakfast at The Perry Hotel Key West before embarking on the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour. Visit historic sites and explore the charming streets of Key West.
Afternoon
For lunch, indulge in the fresh seafood at Latitudes Sunset Key. Spend your afternoon visiting the Key West Shipwreck Treasure Museum Tickets, learning about the area's maritime history and the treasures of sunken ships.
Evening
As the day winds down, savor the flavors of traditional Cuban cuisine at El Siboney Restaurant. Then, relax with a scenic sunset cruise on the Key West Sunset Cruise with Buffet Dinner and Open Bar.
Bedtime
Find amazing hotels in Stock Island.
Visit Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour in Stock Island
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Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour

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Visit Key West Shipwreck Treasure Museum Tickets in Stock Island
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Key West Shipwreck Treasure Museum Tickets

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Culinary and Cultural Exploration

Morning
Start with a delightful breakfast at Matt's Stock Island Kitchen & Bar. Then, join the Key West Old Town Secret Food Tour to discover hidden culinary gems and learn about the island's history.
Afternoon
Enjoy a leisurely lunch at The Perry Hotel Key West, and then explore the art galleries and studios of the Key West Art & Historical Society Custom House.
Evening
Dine at Latitudes Sunset Key for an unforgettable meal with ocean views. Cap off the night with the Key West 3-Hour Coral Reef Snorkeling, immersing yourself in the vibrant underwater world under the moonlight.
Bedtime
Find amazing hotels in Stock Island.
Visit Key West Old Town Secret Food Tour in Stock Island
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Key West Old Town Secret Food Tour

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Visit Key West 3-Hour Coral Reef Snorkeling in Stock Island
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Key West 3-Hour Coral Reef Snorkeling

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Leisurely Biking and Duval Street Delights

Morning
Start your day with breakfast at The Perry Hotel Key West. Then, set off on a guided bicycle tour, stopping for a slice of the famous key lime pie at the end of the Key West Guided Bicycle Tour with Key Lime Pie.
Afternoon
Enjoy a casual lunch at Roostica Wood-Fire Pizzeria, and then spend your afternoon exploring the shops and galleries along the vibrant Duval Street.
Evening
For your final dinner, savor the flavors of the island at Blue Heaven. End your trip with the Key West Sunset Party Cruise by Catamaran, dancing and toasting to the memories made in the Florida Keys.
Bedtime
Find amazing hotels in Stock Island.
Visit Key West Guided Bicycle Tour with Key Lime Pie in Stock Island
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Key West Guided Bicycle Tour with Key Lime Pie

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Visit Capitol Hill in Stock Island
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Duval Street

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