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10 results | All Key West Tours

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Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
276
Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$61.46
From
$61.46
Taking safety measures

Key West Sunset Sail Aboard Schooner

Key West Sunset Sail Aboard Schooner

star-5
239
Set sail on a replica of the 1851 Schooner America on a cruise from Key West. See the top sights of the city, including Fort Zachary, Mallory Square, and Sand Key Lighthouse from a unique perspective. Your cruise is accompanied by complimentary hors d’oeuvres along with alcoholic and non-alcoholic beverages. Allow yourself to truly unwind as the sun sinks into the Atlantic Ocean.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$103.20
From
$103.20
Taking safety measures

Paradise Taxi & Tours USVI - St. Thomas, Virgin Islands- Island Scenic Tour

Paradise Taxi & Tours USVI - St. Thomas, Virgin Islands- Island Scenic Tour

star-5
93
Paradise Taxi & Tours USVI with Big Moe is your personal guide to tours and transportation. A trip to St. Thomas is exactly the Caribbean vacation you dream of. Spectacular views, paradise beaches, calypso music, culture and history-straight out of a magazine. During our Island Scenic Tour enjoy the peace and quiet of driving around and exploring the idyllic views, beautiful bays and lush tropical ridges. Magnificent Island views from Mountain Top (2,100 ft above sea level) while sipping banana daiquiris, along with duty-free shopping of jewelry, T-shirts, spirits, and souvenirs. Witness the natural beauty from Skyline Drive Lookout and Drake’s Seat of fringe rolling hills, Magen’s Bay Beach and other Caribbean islands. Historical landmark, Fort Christian, for historical highlights of the oldest standing structure in the USVI. Visit our breathtaking beaches? Check out our Island Beach Tour. Private tours available. Less than 6 persons? Contact us “Your Destination is Our Goal!”
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$32.25
From
$32.25
Taking safety measures

Key West Day Sail Aboard Schooner

Key West Day Sail Aboard Schooner

star-5
71
Experience a slice of sailing history while soaking up fantastic Key West views on a cruise aboard the America 2.0, a replica of the schooner that won the very first America’s Cup. Relax on padded benches and teak decks as your captain navigates the island coastline past landmarks like Fort Zachary Taylor and Sand Key Light Tower, and sip unlimited drinks from the full onboard bar.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$60.20
From
$60.20
Taking safety measures

Old Town Key West Literary Walking Tour
Likely to Sell OutLikely to Sell Out

Old Town Key West Literary Walking Tour

star-5
55
Explore the literary highlights of Key West during this walking tour, inspired by David A. Kaufelt’s original literary walking tour. An in-the-know guide whisks you around the Old Town to the former homes and favorite haunts of writers that have called the island home, including Shel Silverstein, Tennessee Williams, and Robert Frost. Since this is a small-group tour, you’ll have plenty of time to ask questions, too.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$30.00
From
$30.00

Southernmost Key West History and Culture Small-Group Walking Tour

Southernmost Key West History and Culture Small-Group Walking Tour

star-5
49
Join us for a 1.5-hour adventure! Our tour is led by knowledgeable local guides. As we walk through the streets of Key West’s old town, you will discover the history and culture of our island. Shipwrecking, sponging, cigar manufacturing, treasure hunting - it’s all about Key West! What to bring: Hat, sunglasses, and sunblock is a must. Bring at least one bottle of water for yourself. Wear comfortable clothing and shoes. Sneakers are the best option. Camera or your phone to take pictures. Your adventurous spirit :)
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  • 1 hour 45 minutes
  • Free Cancellation
From
$39.99
From
$39.99

Key West Historic District Small-Group Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Historic District Small-Group Walking Tour

star-5
28
You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA! Hear the stories of the first industries on the island, such as shipwrecking, sponge harvesting and cigarmaking. Also, learn what key role Key West played in the Cuban fight for its independence and find out why Key West declared the war against the United States. What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.
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  • 2 hours
  • Free Cancellation
From
$46.99
From
$46.99

Miami: Key West Open Bar Snorkel Boat or other options

Miami: Key West Open Bar Snorkel Boat or other options

star-3.5
11
Key West is Florida’s southernmost city, fringed with tropical islands and vibrant coral reefs. With this tour, admire the views as you drive Overseas Highway One through the Florida keys, then set sail to discover the islands from the water. Depending on the tour option chosen, discover the underwater wonders on a glass-bottom boat tour, spot dolphins in their natural habitat, or dive in to swim and snorkel, then sip margaritas onboard.
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  • 15 hours
  • Free Cancellation
From
$129.00
From
$129.00

Private Florida Keys tour from 7-Mile Bridge to Key Deer and Overseas Highway
Likely to Sell OutLikely to Sell Out

Private Florida Keys tour from 7-Mile Bridge to Key Deer and Overseas Highway

star-5
8
Private, exclusive tour of the islands near Key West. The only land-based tour in the Florida Keys, operating from Key West. Small groups of up to 12 travel in a comfortable customized air-conditioned vehicle along the Overseas Highway. Drivers are professional tour guides who share fun and interesting information about the Florida Keys and the islands we traverse. Experience the iconic 7-Mile Bridge, relax on the world-famous Bahia Honda Beach, and photograph endangered Key Deer on Big Pine Key. Children are welcome. This tour is customizable. You'll love this tour so much, you'll book it again next year!
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$294.00
Price varies by group size
From
$294.00
Price varies by group size
Taking safety measures

Private Tour of Florida Keys from Marathon to Key West
Likely to Sell OutLikely to Sell Out

Private Tour of Florida Keys from Marathon to Key West

star-5
4
Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! Choose to sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more! Sit back & enjoy the scenery as we drive down to Key West. We're licensed like a limousine, so you can enjoy your favorite beverages en route. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide. See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$200.00
Price varies by group size
From
$200.00
Price varies by group size
Taking safety measures

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What people are saying about Private and Luxury in Key West

star-5
Sunset Sail in Key West with Beverages Included
"The evening was everything we hoped it would be. The crew did an outstanding job. Great service and attention to detail. I Thank you!"..."
star-5
Key West Sunset Sail Aboard Schooner
"From start to finish this was an amazing sunset cruise. The staff was top notch! Loved every second!"..."
star-5
Paradise Taxi & Tours USVI - St. Thomas, Virgin Islands- Island Scenic Tour
"Wow! If you want to not only see the points of interest on St. Thomas but hear the history, this is the way to go. Big Mike picked us up at our hotel and escorted us to all the places that are a must to see. He was so informative and personable. Well worth the time"..."
star-5
Key West Day Sail Aboard Schooner
"Beautiful day, great crew And great weather Made for a fantastic day of sailing. Highly recommend it."..."
star-5
Old Town Key West Literary Walking Tour
"Sarah was terrific! This is the third time I have done this tour and she managed to keep it fresh and entertaining."..."
star-5
Southernmost Key West History and Culture Small-Group Walking Tour
"Alejandro was very knowledgeable and friendly. Both my son and I appreciated seeing scanned old photos and documents describing the unique history of Key West."..."
star-5
Key West Historic District Small-Group Walking Tour
"We had a wonderful time. Our guide was very knowledgeable and professional. The in-depth history of the island and architectural descriptions were excellent."..."
star-5
Miami: Key West Open Bar Snorkel Boat or other options
"Tour guide was super cool. Key west is awesome and snorkeling is a must. 6 hours in key west is not long enough! But very very enjoyable!"..."

Frequently Asked Questions

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