Key West

All Key West Tours & Excursions in 2025

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All Key West Tours

All roads in the Florida Keys lead to Key West, the westernmost island at the tip of the Overseas Highway. Key West tours provide plenty of fun ways to discover the island city, known for its dreamy sunsets, laid-back nightlife, and generous slices of Key lime pie. Explore the colorful houses on a walking tour, ride the Conch Train around town, or take an after-dark ghost walk. Naturally, this tropical getaway has many ways to get on the water, too, whether you charter a luxury boat, kayak around the mangroves, or try deep-sea fishing, parasailing, or snorkeling.

295 results

Best Seller
Key West Sunset Sail with Full Bar, Live Music and Hors D'oeuvres
4.7
(2,960)

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

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
$79
Key West Sunset Cruise: Dinner, Live Music & Drinks Included
4.2
(1,355)

Key West Sunset Cruise: Dinner, Live Music & Drinks Included

Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
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  • 2 hours
  • Free Cancellation
from
$93
Shark and Wildlife Viewing Adventure in Key West
5.0
(2,333)

Shark and Wildlife Viewing Adventure in Key West

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
$99
Epic Sandbar Safari With Dolphin Playground Encounter In Key West
4.8
(126)

Epic Sandbar Safari With Dolphin Playground Encounter In Key West

Spend a stunning afternoon soaking up the sights of the Gulf of Mexico, chilling out at a sandbar, and watching dolphins at the Florida Marine Sanctuary. With the help of a fun and informative crew, you’ll explore the Floridian sea while your guides tell you all about the area’s history and wildlife. Enjoy lunch as well as unlimited beer, wine, and mimosas on your trip—just remember to drink responsibly.
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  • 5 hours
  • Free Cancellation
from
$150
Key West Mangrove Kayak Eco Tour
4.9
(1,839)

Key West Mangrove Kayak Eco Tour

Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
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  • 2 hours
  • Free Cancellation
from
$70
Key West Island Adventure Jet Ski Tour: Bring a Partner for Free
4.8
(1,140)

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour Jet Ski tour. With several daily tours, you can easily find a time that fits with your schedule. The tour is priced per Jet Ski, so you can ride tandem with a friend at no additional cost. Your guide is on hand at all times to lead the way on your aquatic adventure.
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  • 1 hour 30 minutes
  • Free Cancellation
from
$163
Key West Hop-On Hop-Off Trolley Tour
4.4
(1,205)

Key West Hop-On Hop-Off Trolley Tour

Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule and enjoy free admission to the Sails to Rails Museum.
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  • 1 hour 30 minutes
  • Free Cancellation
from
$56
Likely to Sell Out
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
4.9
(605)

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

Save time and money in Key West on this all-inclusive, full-day excursion. Enjoy a day of sailing, snorkeling, and kayaking off the coast. Visit the Key West National Wildlife Refuge and explore an underwater world full of colorful fish and coral. Includes a buffet lunch with unlimited beer, wine, and soft drinks.
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  • 6 hours 30 minutes
  • Free Cancellation
from
$163
Key West Dolphin Watch and Snorkel Tour - Eco Adventure
4.7
(1,028)

Key West Dolphin Watch and Snorkel Tour - Eco Adventure

Get ready for fun in the sun on this dolphin watch and snorkeling adventure off the coast of Key West. Cruise away from the island city of Key West and see dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breeze and select from a variety of refreshing beverages on board the boat.
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  • 3 hours
  • Free Cancellation
from
$80
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
4.9
(589)

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

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
from
$116
Key West Parasailing Adventure above Emerald Blue Waters
4.8
(307)

Key West Parasailing Adventure above Emerald Blue Waters

Go parasailing above the emerald waters of Key West for a thrilling 1-hour tour that provides sweeping views of Florida’s southernmost city and its surroundings. Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean, then your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water, all without getting wet.
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  • 1 hour
  • Free Cancellation
from
$54
Key West's Favorite Afternoon Dolphin Sail
4.6
(23)

Key West's Favorite Afternoon Dolphin Sail

Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! Enjoy sailing aboard a 60' catamaran to the dolphin playground to view wild dolphins play and frolic in their natural habitat. Atlantic bottlenose dolphins are the most common dolphins found around Key West. Enjoy an up-close view of dolphin pods as they swin and jump around the boat.
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  • 2 hours 30 minutes
  • Free Cancellation
from
$59
Key West Afternoon Snorkel Sail with Unlimited Cocktails!
4.4
(1,450)

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

Enjoy a morning or afternoon of swimming and snorkeling on this cruise off the coast of Key West. Spend a relaxing time 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
$59
Likely to Sell Out
Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
4.6
(572)

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

Limited to an intimate number of passengers, this small-group sunset sail includes an up-close look at dolphins as well as views of Key West landmarks like the legendary Mallory Square, Sunset Key, and historic Fort Zachary Taylor. Then, relax on the luxury catamaran to watch the sunset as nibble on tapas such as shrimp cocktail served with wine and champagne.
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  • 2 hours 30 minutes
  • Free Cancellation
from
$89
Sunset Sail in Key West with Beverages Included
4.9
(727)

Sunset Sail in Key West with Beverages Included

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
from
$79
Southernmost Food & Cultural Walking Tour by Key West Food Tours
4.9
(1,358)

Southernmost Food & Cultural Walking Tour by Key West Food Tours

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
$93
Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas
4.1
(495)

Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas

Explore the only living coral reef in North America during this snorkeling adventure from Key West. Sail aboard a state-of-the-art catamaran as you voyage toward the reef. Receive snorkeling guidance from your knowledgeable crew, making this experience perfect for first-time snorkelers. Use of sanitized snorkel gear and beer, water, and champagne on the morning trip or margaritas on the afternoon trip provided.
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  • 3 hours
  • Free Cancellation
from
$35
Key West Ghosts and Gravestones Trolley Tour
4.3
(1,009)

Key West Ghosts and Gravestones Trolley Tour

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
$40
Key West Glass-Bottom Boat Tour with Sunset Option
3.8
(477)

Key West Glass-Bottom Boat Tour with Sunset Option

For the aquatic adventure of a lifetime, take this cruise to North America's only living coral barrier reef. No need to go scuba diving or snorkeling for this great view — from the deck of a glass-bottom catamaran boat, see more than 600 species of tropical fish, sharks, turtles, lobsters and crabs, plus colorful coral and a vast collection of other sea life. Upgrade to a sunset cruise to enjoy a glass of Champagne as the sun settles into the Gulf of Mexico.
... More
  • 1 hour 45 minutes to 2 hours
  • Free Cancellation
from
$70
PM Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset
4.9
(1,494)

PM Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

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.
... More
  • 4 hours 30 minutes
  • Free Cancellation
from
$134
Key West Sunset Sail with Live Music, Drinks and Appetizers
4.6
(833)

Key West Sunset Sail with Live Music, Drinks and Appetizers

Jam to crowd favorite beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Unlimited drinks and appetizers included.
... More
  • 2 hours
  • Free Cancellation
from
$80
Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling
4.9
(344)

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Not only is Key West a playground paradise for adults, it is for dolphins, too. See how many of these playful creatures you can spot on this small-group sailing tour. You’ll board Our SQUID, we designed and built SQUID from scratch to ensure our guests, and the animals, have the best wildlife experience possible. This catamaran will take you and a crew trained by biologists into the waters around Key West. After watching dolphins swim, you’ll jump into the water and snorkel around the coral reefs to view other marine life.
... More
  • 4 hours
  • Free Cancellation
from
$134
Key West Snorkeling with Breakfast and Unlimited Mimosas
4.5
(482)

Key West Snorkeling with Breakfast and Unlimited Mimosas

If you’re looking to snorkel in Key West, but don’t know where to plan your experience, this Key West snorkeling cruise makes things easy. Just prebook this experience, and enjoy a cruise over to a coral reef area—perfect for snorkeling and spotting tropical fish. Plus, all equipment, as well as lessons, breakfast, showers, and a beer or soda is provided for you.
... More
  • 3 hours
  • Free Cancellation
from
$47
Key West Conch Tour Train
4.3
(626)

Key West Conch Tour Train

Explore the best that Key West has to offer on this narrated, Conch Tour Train. 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.
... More
  • 1 hour 30 minutes
  • Free Cancellation
from
$45
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People Also Ask
Q:How much do Key West tours cost?
A:

Key West excursions cost from around $50 per person upwards. A leisurely guided cycling tour passing key highlights and lasting a few hours will be on the lower end of pricing. In contrast, a half-day trip, including hotel pick-up, plus activities, snacks, and drinks, will cost more.

Q:What do you see on Key West tours?
A:

It all depends on the excursion you choose. A cycling tour is a great way to learn about the island’s history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Key West is also a great place to go on a wildlife tour by kayak or catamaran and spot sharks, rays, turtles, and sea birds. A sunset cruise is a fabulous way to relax after a day’s sightseeing.

Q:Can you walk to everything in Key West?
A:

The beauty of Key West is that you can walk just about everywhere. The city is approximately 4 miles (6.4 km) long and 2 miles (3.2 km) wide. Visitors can also rent a bicycle or a moped to get around, and there are taxis and numerous shuttles from local hotels if you’re in a hurry.

Q:How many days in Key West is enough?
A:

We suggest spending one to two days in Key West. The Old Town’s historic area is pretty small, and highlights, such as its unique architecture, can be seen in a day. But Key West also has many museums, activities, excellent eateries, and a vibrant nightlife, justifying an extra day to make the most of your trip.

Q:What is the best month to visit Key West?
A:

The best month to visit Key West depends on your interests and itinerary. For perfect sunny weather, visit between March and May, when the winter crowds taper off. Rainy season––from June to August––usually means cheaper room rates. Atlantic hurricane season runs from June to November, but there are reasons to visit at this time, including Key West Brewfest and Fantasy Fest events.

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