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Top Key West Tours, Sightseeing & Cruises - page 4

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122 results | All Key West Tours

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2-Hour Private Sunset Cruise on a Tiki Bar Boat in Key West
Likely to Sell OutLikely to Sell Out

2-Hour Private Sunset Cruise on a Tiki Bar Boat in Key West

star-5
13
Cruise alongside Key West’s picturesque waterfront in style during this private sunset tour aboard a charactered tiki bar boat. Enjoy BYOB drinks in a floating, thatched bar, complete with private restroom, bluetooth-equipped television and stereo, and padded bar stools. Head past attractions like Sunset Pier, Mallory Square, Wisteria Island, and Trumbo Point, with cruises timed to capture the coastline’s famous sunsets.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$456.88
per group
From
$456.88
per group
Taking safety measures

Key West Marriage Proposal Package

Key West Marriage Proposal Package

star-5
13
The romantic adventure service, “Romantic Events LLC” is designed to organize the most important events in your life, leaving you the opportunity to improvise and play the main role in them, and then leave them in your memory forever
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  • 1 hour
  • Free Cancellation
From
$599.00
per group
From
$599.00
per group

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

Sunset Tiki Boat Tour in Key West

Sunset Tiki Boat Tour in Key West

star-5
11
Key West is famous for its sunsets. Rather than joining the crowds at Mallory Square, you can enjoy a more personal, uncrowded experience on this small-group sunset cruise. Aboard a custom tiki bar boat, you can toast the sunset (byob) while taking in the sights as you cruise around the Key West harbor.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$80.57
From
$80.57
Taking safety measures

Go City: Miami Explorer Pass - Choose 2, 3, 4 or 5 Attractions

Go City: Miami Explorer Pass - Choose 2, 3, 4 or 5 Attractions

star-4.5
10
The Go Miami Explorer Pass is the best choice for maximum savings and flexibility when visiting Miami, Key West, Fort Lauderdale, and other locations. Choose three, four, or five popular attractions/activities and save up to 53 percent compared to buying individual tickets. Enjoy fun activities like a duck tour of South Beach, Conch Train tour, or an Everglades airboat ride—just to name a few. Each pass is good for 60 days from first use. Simply save your pass on your mobile device and go—no voucher redemption required! It’s that simple to experience some of South Florida’s best attractions. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two years from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
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  • 60 days
From
$64.00
From
$64.00

4-Hour Private Cruise to a Sand Bar on a Boat in Key West

4-Hour Private Cruise to a Sand Bar on a Boat in Key West

star-5
10
Getting out on the water is a must-do in Key West, but big boat tours tend to be crowded. Enjoy a personalized, crowd-free experience on this private cruise. Head into the backcountry of the Florida Keys that larger boats can’t access, then anchor at a sandbar where you can swim in the clear water or relax on a floating raft.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$475.00
per group
From
$475.00
per group
Taking safety measures

Private Afternoon Charter Boat Tour from Key West

Private Afternoon Charter Boat Tour from Key West

star-5
10
Swap the crowded boat tours that are typical of Key West for a private and personalized adventure. This charter boat tour is exclusively for your group and takes you to the crystal clear waters of the Florida Keys National Marine Sanctuary where you can snorkel at the reef and see marine life including turtles and tropical fish. You trip is fully customizable your own interests.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$529.07
per group
From
$529.07
per group
Taking safety measures

Luxury Sailing Catamaran - Private and Group Charters

Luxury Sailing Catamaran - Private and Group Charters

star-5
10
Soaking up the sun and scenery while sailing the coastline is a must-do when visiting Key West. If you would prefer to avoid the big, crowded boat tours, opt for this private catamaran charter, which is exclusively for your group of up to six people. You can bring your own food and cocktails onto the boat to create your own personalized experience.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$125.00
From
$125.00
Taking safety measures

Yes, Queen! Drag Queen Pub Crawl of Key West

Special Offer

Yes, Queen! Drag Queen Pub Crawl of Key West

star-4.5
9
Meet your guide for the night, a world-class drag queen, at the award-winning Aqua Nightclub. Grab a cocktail and mingle with your fellow crawlers as you await the ring of the ‘b*tch bell’ to announce the kick-off of the tour. Follow your guide through the vibrant streets of Key West and prepare to sing and dance your way through the city as you learn how to party like a true queen. Now you know how to behave like a queen it’s time to be treated like one too — skip to the front of the line at every bar and pub along the crawl. Spend the night at a number of Key West best bars and clubs, drink delicious and reasonably priced cocktails, laugh with your fellow crawlers, dance like a queen, and experience how the other half live! *Ticket includes tour only. The Cabaret show at Aqua/ 801 Bourbon will not be included, but will have tickets available for purchase*
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  • 2 hours
  • Taking safety measures
From
$36.80
$46.00
$9.20 savings
From
$36.80
$46.00
$9.20 savings
Taking safety measures

PRIVATE Welcome to Key West Walking Tour
Likely to Sell OutLikely to Sell Out

PRIVATE Welcome to Key West Walking Tour

star-5
9
This private tour is ideal if you want to see it all in Key West, but are not a fan of crowded group tours. In the company of just your group and a guide, hit the streets and stroll to all the top attractions, including the Southernmost Point and Mallory Square. Best of all, the tour can be customized to your own interests.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$137.50
Price varies by group size
From
$137.50
Price varies by group size
Taking safety measures

Half Day Private Customized Charter in Key West

Half Day Private Customized Charter in Key West

star-5
11
You will enjoy spending the day with an experienced guide who has an eye for spotting all the great wildlife as well as lots of tales about the sea to tell. We will bring you to all the local hotspots as well as give you land recommendations for the rest of your trip.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$650.00
per group
From
$650.00
per group
Taking safety measures

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

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

star-5
8
Discover the islands near Key West on this private land-based tour of the Florida Keys. Designed for small groups of up to 12 people, this tour travels along the Overseas Highway, and experience the Seven Mile Bridge, relax on Bahia Honda Beach, and snap photos of endangered Key Deer on Big Pine Key. The guide will offer fun facts and information about the Florida Keys and the islands along the way.
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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

Key West Sushi Sunset Cruise
Likely to Sell OutLikely to Sell Out

Key West Sushi Sunset Cruise

star-4
7
Key West is famed for its glorious sunsets but the most popular spots to take them in are usually crowded and noisy. Swap the bustling streets of Key West for the calm of the sea. This sunset cruise lets you see the sun dipping below the horizon while you relax on the deck while enjoying great food and drinks.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$75.00
From
$75.00
Taking safety measures

Key West Shore Excursion: Conch Tour Train

Key West Shore Excursion: Conch Tour Train

star-4.5
7
When arriving at the Port of Key West, explore the best this island city has to offer on a narrated, 90-minute Conch Tour Train independent excursion. Visit Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square, including live onboard commentary from a professional tour conductor. It’s Key West’s original sightseeing tour.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$39.85
From
$39.85
Taking safety measures

Dolphin Watching and Snorkeling Adventure in Key West

Dolphin Watching and Snorkeling Adventure in Key West

star-5
9
Spotting dolphins frolicking in the sea is a highlight of a trip to Key West but you need to know where to find them. This guided tour is led by locals who known the Key West waters like their own backyard. They'll take you to the best places to see dolphins then to the backcountry waters where you can enjoy some snorkeling fun.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$89.00
From
$89.00
Taking safety measures

6th Sense Haunted Tour of Key West
Likely to Sell OutLikely to Sell Out

6th Sense Haunted Tour of Key West

star-4
6
Brave the haunted city of Key West with our gifted guides. Use paranormal investigation equipment to speak with the spirits that roam the island. Hone your 6th sense and connect with the ghosts that linger in the most beautiful and historic areas of the city. Are you brave enough to join us?
More
  • 2 hours
  • Taking safety measures
From
$26.05
From
$26.05
Taking safety measures

Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!
Likely to Sell OutLikely to Sell Out

Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!

star-5
6
There's so many great places to eat and drink in Key West that it can be difficult to choose. Let this guided tour make the decisions for you. You'll stop into several locals' favorite restaurants to sample cocktails and food before heading to Mallory Square in time for the sunset celebration.
More
  • 2 to 3 hours
  • Free Cancellation
  • Taking safety measures
From
$79.00
From
$79.00
Taking safety measures

The Miami Sightseeing Flex Pass: 35 Attractions + Hop on Hop off

The Miami Sightseeing Flex Pass: 35 Attractions + Hop on Hop off

star-4
6
Explore the city at your own pace with the Miami Sightseeing Pass. Choose either two, three, four, five or six attractions from a long list of Miami's popular activities and attractions including museums, sightseeing, bus, food and garden tours, or a variety of water sports. Mix and match adventures for a truly customized Miami experience. The pass gives you plenty of time to explore the options and plan the perfect series of adventures in Magic City.
More
  • 30 days
  • Free Cancellation
From
$75.90
From
$75.90

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Likely to Sell OutLikely to Sell Out

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

star-5
6
Go sightseeing along the Overseas Highway on a full-day tour from the island of Key West. Discover the wonders of the Florida Keys including the Florida Keys Aquarium Encounters, Bahia Honda State Park, National Key Deer Refuge, and Seven Mile Bridge. Lunch, snacks, entrance fees, and hotel pickup and drop-off are included on this small-group tour with numbers limited to 10 people.
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$389.50
Price varies by group size
From
$389.50
Price varies by group size
Taking safety measures

Boat Excursion in Florida Keys with Snorkeling Equipment

Boat Excursion in Florida Keys with Snorkeling Equipment

star-5
6
Some big boat tours in the Florida Keys can feel crowded and impersonal. This private tour instead offers a personalized and customizable experience of the Lower Keys. Where you go and what you do is largely up to you, whether it's snorkeling, kayaking, dolphin-watching or simply chilling out on the water.
More
  • 4 hours
  • Free Cancellation
From
$600.00
per group
From
$600.00
per group

Private Highlights and Stories of Key West Walking Tour

Private Highlights and Stories of Key West Walking Tour

star-5
5
Swap the standard sightseeing tours of Key West for a more personalized experience. This private tour is exclusively for your group and led by a Key West local and unofficial "mayor." As you stroll through the Old Town streets, you'll learn all about the colorful histories and personalities that have shaped Key West.
More
  • 2 hours 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$79.00
Price varies by group size
From
$79.00
Price varies by group size
Taking safety measures

Parrot Head Tour

Parrot Head Tour

star-5
5
Jimmy Buffett has left his mark on Key West since he arrived 50 years ago. If you have a passion for all things Buffett and Margaritaville, this walking tour is the best way to find the locations around Old Key West that inspired his songs. Your guide will also take you to the location of his first gig, some of his favorite watering holes, bars he played in and his recording studio.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$69.00
From
$69.00
Taking safety measures

2-Hour Private Sunset Cruise Boat in Key West

2-Hour Private Sunset Cruise Boat in Key West

star-5
5
There are plenty of sunset cruise options to choose from in Key West, but most pack guests onto large commercial boats. This private cruise is exclusively for your group, letting you avoid crowds and get the best seats to view the fabulous Key West sunset. You’ll have a tour of Key West harbor and Sunset Key, learn about the area's history and enjoy an unobstructed view of the sun dipping below the horizon.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$325.00
per group
From
$325.00
per group
Taking safety measures

Private Key West Historic Homes and Island History Walking Tour

Private Key West Historic Homes and Island History Walking Tour

star-5
5
Historic Homes & Stories of Key West- "2020 WINNER- Best Key West History Tour" Join our award-winning guides for a wonderful, fun, and informative 2 hour stroll through the celebrated Old Town neighborhoods where you'll discover many of the most beautiful, historic homes and unique architectural landmarks that have contributed so significantly to the history, culture, and legends of our remarkable island community. We’ll see the exteriors of a variety of beautiful homes and public buildings, each with its own legendary story, notable history, and rich style. There's something for everyone to enjoy on this fascinating look behind the scenes of historic Key West. *Voted Top Tour Guides of North America *Over 20 years experience *Our guides have been featured in many leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. We look forward to welcoming you and sharing Old Town Key West with you.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$79.00
Price varies by group size
From
$79.00
Price varies by group size
Taking safety measures

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