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Top Key West Day Trips

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20 results | All Key West Tours

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Key West Conch Tour Train

Key West Conch Tour Train

star-4
200
Explore the best that Key West has to offer on this narrated, Conch Train Tour. See 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 and everything in between, including live onboard commentary from a professional tour conductor. It’s Key West’s original, and most iconic, sightseeing tour.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$39.85
From
$39.85

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1128
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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  • 2 hours
  • Free Cancellation
From
$89.95
From
$89.95

Key West Florida Reef Half-Day Snorkeling Excursion

Key West Florida Reef Half-Day Snorkeling Excursion

star-4.5
697
Enjoy an afternoon of swimming and snorkeling on this cruise off the coast of Key West. Spend a relaxing afternoon on a 69-foot catamaran headed to North America's only living coral barrier reef for the adventure of a lifetime. Pass some of Key West’s top attractions on the way, then dive right in to see more than 600 species of colorful fish, coral, and other sea life. This cruise includes professional snorkeling gear and instruction plus beer, wine, and soft drinks.
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  • 3 hours
  • Free Cancellation
From
$45.95
From
$45.95

Key West Full-Day Power Adventure: Sailing & Watersports Package

Key West Full-Day Power Adventure: Sailing & Watersports Package

star-4.5
590
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
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  • 6 hours
  • Free Cancellation
From
$209.95
From
$209.95

Shark and Wildlife Viewing Adventure in Key West
Likely to Sell OutLikely to Sell Out

Shark and Wildlife Viewing Adventure in Key West

star-5
762
Get up close with sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.
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  • 2 hours
  • Free Cancellation
From
$84.27
From
$84.27

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1231
Ride through the streets of Old Town Key West during a leisurely bicycle tour—a perfect introduction for first-time visitors. Learn about the island's history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Pedal out to the Southernmost Point Buoy and enjoy panoramic ocean views. Plus, choose from morning or afternoon times to easily fit this tour into your schedule.
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  • 3 hours
  • Free Cancellation
From
$49.81
From
$49.81

Parasailing in Key West with Professional Guide

Parasailing in Key West with Professional Guide

star-4.5
144
Get a bird’s-eye view of Key West from high above the crystal blue waters of the Atlantic Ocean on this parasailing tour. Experience the thrill of flying while watching the bustling activity along the coastline and the abundance of marine life below. See dolphins, turtles, fish, and more from 300 feet in the air. Enjoy gentle, dry takeoffs and landings.
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  • 1 hour
  • Free Cancellation
From
$89.95
From
$89.95

Ultimate Adventure from Key West including Breakfast, Lunch and Drinks

Ultimate Adventure from Key West including Breakfast, Lunch and Drinks

star-4.5
237
Enjoy an amazing day out on the water in Florida’s Key West with this ultimate adventure tour. Spend the day partaking in water sports such as parasailing, jet skiing, and and a ride on a the Banana Boat. You can also go snorkeling, and try to catch sight of angelfish and other brightly colored fish. Sunbathe on the boat’s spacious deck, or just take in the sights of the Key West area. Breakfast, a buffet lunch, and drinks are included with your tour.
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  • 6 hours
  • Free Cancellation
From
$214.95
From
$214.95

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
299
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
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  • 1 hour
  • Free Cancellation
From
$38.80
From
$38.80

Key West Southernmost Food and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Southernmost Food and Cultural Walking Tour

star-5
537
Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

Key West Sunset Cruise with Live Island Music

Key West Sunset Cruise with Live Island Music

star-4.5
495
Jam to island beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Unlimited drinks and appetizers included; multiple departure times available to suit your schedule.
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  • 2 hours
  • Free Cancellation
From
$73.75
From
$73.75

Key West Sunset Champagne Catamaran Cruise

Key West Sunset Champagne Catamaran Cruise

star-4.5
334
Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$51.95
From
$51.95

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

Half-Day Cruise from Key West with Kayaking and Snorkeling
Likely to Sell OutLikely to Sell Out

Half-Day Cruise from Key West with Kayaking and Snorkeling

star-5
707
Get ready for fun in the sun on this half-day sailing, kayaking and snorkeling adventure off the coast of Key West. Choose from a morning or afternoon excursion and set sail. Kayak through a maze of mangrove-canopied canals and streams, home to a tropical array of birds, rays, sharks, sport fish and more. Then jump into the water for a snorkeling session above a coral reef with 600 different species of marine life. Relax, feel the warm sea breeze and enjoy the day. Snacks, beer, wine, sodas and water included.
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  • 4 hours 30 minutes
  • Free Cancellation
From
$96.75
From
$96.75

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
From
$294.00
Price varies by group size
From
$294.00
Price varies by group size

Road Trip through the Lower Keys Audio Tour

Road Trip through the Lower Keys Audio Tour

star-5
7
Turn your phone or tablet into a local tour guide with this location-aware audio/multimedia tour! CAR RENTAL/DRIVER ARE NOT INCLUDED. There’s so much to see and do in just one-and-a-half hours of driving between Key West and Marathon. Visit the Keys’ most beautiful state park, tan on a secret nude beach, check out a limestone quarry inhabited by American alligators, spot rare Key deer, find the Keys’ best shrimp pizza, and jump off an abandoned bridge into a cool-water canal. You’ll have historic photos, a map linked to your GPS, plus websites and restaurant menus at your fingertips. Soon after booking, you'll receive a confirmation email with login instructions and a coupon code.
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  • 2 to 5 hours
From
$9.99
From
$9.99

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.
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  • 6 hours
  • Free Cancellation
From
$389.50
Price varies by group size
From
$389.50
Price varies by group size

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
From
$200.00
Price varies by group size
From
$200.00
Price varies by group size

8-Hour Private Sandbar Charter for 5 Islands in Florida Keys

8-Hour Private Sandbar Charter for 5 Islands in Florida Keys

star-5
2
Escape the hustle and bustle of land on this private sandbar excursion. Explore what is known to locals as the backcountry and visit some of the sandbars and both popular and hidden islands around the Florida Keys. Your trip can be as laid-back or adventurous as you wish: make use of the snorkeling equipment or just chill out on the sand.
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  • 8 hours
From
$1,400.00
per group
From
$1,400.00
per group

Florida Keys Tour and Private Shuttle service

Florida Keys Tour and Private Shuttle service

star-5
1
Florida Keys Shuttle is your private transportation service,See the Keys with us Family owned and operated, we know the islands, we’re from the islands, and our goal is to make your travel throughout the Keys as stress free as possible
More
  • 6 to 8 hours
  • Free Cancellation
From
$120.00
From
$120.00

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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Day Trips in Key West?
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What Day Trips in Key West are taking additional safety precautions?
Q:
What Day Trips in Key West are good for avoiding crowds?