Recent Searches
Clear

Top Key West Outdoor Activities

Saved to wishlist!
Dates
Select Dates
On the Water
On the Water
Sailing
Sailing
Snorkeling
Snorkeling
Cruises & Sailing
Cruises & Sailing
Nature and Wildlife
Nature and Wildlife
Sunset Cruises
Sunset Cruises
Walking Tours
Walking Tours
Water Tours
Water Tours
Parasailing
Parasailing
Kayaking
Kayaking
Glass Bottom Boat Tours
Glass Bottom Boat Tours
Swimming
Swimming
Day Cruises
Day Cruises
Cultural Tours
Cultural Tours
Natural Attractions
Day Trips
Day Trips
Adventure Tours
Adventure Tours
Fishing Charters & Tours
Fishing Charters & Tours
Half-day Tours
Half-day Tours
Full-day Tours
Full-day Tours
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Key West. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials

103 results | All Key West Tours

Sort by: Featured

Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
690
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.
More
  • 2 hours
  • Free Cancellation
From
$50.00
From
$50.00

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
785
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.
More
  • 2 hours
  • Free Cancellation
From
$84.27
From
$84.27

Dry Tortugas National Park Day Trip by Catamaran from Key West

Dry Tortugas National Park Day Trip by Catamaran from Key West

star-4.5
294
Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure to historic Dry Tortugas National Park. History buffs and outdoor enthusiasts alike will love this unique voyage, where getting there is half the fun on board the Yankee Freedom III, a luxurious, state-of-the-art catamaran. Enjoy snorkeling (equipment provided) in the crystal blue waters and take in the military fort, national park, campground, sandy beaches and coral reefs that make this area special. Breakfast and lunch included.
More
  • 10 hours
From
$190.00
From
$190.00

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
1152
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.
More
  • 2 hours
  • Free Cancellation
From
$89.95
From
$89.95

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.
More
  • 1 hour
  • Free Cancellation
From
$89.95
From
$89.95

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
Likely to Sell OutLikely to Sell Out

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

star-5
241
Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
More
  • 2 hours
  • Free Cancellation
From
$99.95
From
$99.95

Key West Living Coral Reef Snorkel Adventure

Key West Living Coral Reef Snorkel Adventure

star-4
289
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.
More
  • 3 hours
  • Free Cancellation
From
$46.92
From
$46.92

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
543
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$50.35
From
$50.35

Key West Conch Tour Train

Key West Conch Tour Train

star-4
212
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$39.85
From
$39.85

Key West Sunset Champagne Catamaran Cruise
Likely to Sell OutLikely to Sell Out

Key West Sunset Champagne Catamaran Cruise

star-4.5
335
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$51.95
From
$51.95

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
715
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
$96.75
From
$96.75

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
317
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.
More
  • 1 hour
  • Free Cancellation
From
$38.80
From
$38.80

Ultimate Jet Ski Tour of Key West

Ultimate Jet Ski Tour of Key West

star-4.5
326
Experience Key West’s tropical blue waterways on this Jet Ski tour along the Atlantic Ocean and/or the Gulf of Mexico. Enjoy panoramic island views and watch for dolphins, stingrays, sea turtles, manatees and more while gliding over warm ocean water. Bring a waterproof camera to capture this southernmost point in the continental United States.
More
  • 2 hours
  • Free Cancellation
From
$177.00
per group
From
$177.00
per group

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
310
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$61.46
From
$61.46

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1258
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.
More
  • 3 hours
  • Free Cancellation
From
$49.81
From
$49.81

Key West Jet Ski Tour: Free 2nd Rider

Key West Jet Ski Tour: Free 2nd Rider

star-5
383
Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour jet ski tour. With four 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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$173.27
From
$173.27

Key West Dolphin Watch and Snorkel Cruise
Likely to Sell OutLikely to Sell Out

Key West Dolphin Watch and Snorkel Cruise

star-4.5
555
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.
More
  • 3 hours
  • Free Cancellation
From
$75.20
From
$75.20

Parasailing in Key West Seaport

Parasailing in Key West Seaport

star-4.5
102
Try something new in Key West: parasailing. Adventure seekers who've booked this trip will love soaring over the Key West Seaport. The experience is available for singles, doubles, and even triples so it's a fantastic activity for a group of friends or a family. You'll board a state-of-the-art boat, get briefed by the crew, and then fly over the city—free as a bird.
More
  • 1 hour
  • Free Cancellation
From
$89.95
From
$89.95

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

star-5
435
Enjoy a day of fun in the sun on the Island T’ing adventure off the coast of Key West. Sail away from the island city of Key West to the beautiful blue waters of the Gulf of Mexico on a large catamaran. Hop in a kayak and enjoy a paddle around a natural stand of mangrove. Look for dolphins, stingrays, sea turtles, manatees and more on this full-day adventure. A full breakfast and buffet lunch, plus beer, wine, soft drinks and homemade sangria are included.
More
  • 6 hours
  • Free Cancellation
From
$124.95
From
$124.95

Corsair 2 Sportfishing Key West
Likely to Sell OutLikely to Sell Out

Corsair 2 Sportfishing Key West

star-5
64
While you’re in Key West, head out on the deep blue waters on this sportfishing charter. The saltwater fishing boat holds up to six anglers, and is rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice boxes. Plus, it features two private restrooms, a kitchen, flybridge, beds, and air conditioning.
More
  • 1 day 4 hours
  • Free Cancellation
From
$850.00
per group
From
$850.00
per group

Kayak Tour of Mangrove Maze from Key West

Kayak Tour of Mangrove Maze from Key West

star-5
38
Paddle through the mangroves, located at the southwest corner of the island, before reaching the salt ponds on this guided kayaking tour. Learn about the history of Key West and South Florida, as well as the local flora and fauna along the way. You also paddle through the Gulf of Mexico and Cow Key Channel as you head to the mangroves.
More
  • 3 hours
  • Free Cancellation
From
$75.00
From
$75.00

Private Fishing Charter from Ramrod Key
Likely to Sell OutLikely to Sell Out

Private Fishing Charter from Ramrod Key

star-5
22
Escape the Florida Keys crowds by heading into the backcountry on this private fishing tour. In the company of just your party and the crew, you'll enjoy your guide's undivided attention as you fish for a variety of species such as tarpon, bonefish, permit, barracuda, snapper and sea trout in the shallows and flats. Most likely, you'll be fishing depths of two to eight feet.
More
  • 4 hours
  • Free Cancellation
From
$450.00
per group
From
$450.00
per group

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

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

star-4.5
10
Getting out on the water is one of the best ways to explore Key West, but many big tours cram their boats with passengers. This private tour promises an un-crowded experience. Head out onto turquoise water aboard a unique tiki bar boat and look out for marine life such as turtles and dolphins as you cruise to a sandbar where you can swim or just soak up the sun.
More
  • 4 hours
  • Free Cancellation
From
$564.90
per group
From
$564.90
per group

Private Fishing Charter from Key West
Likely to Sell OutLikely to Sell Out

Private Fishing Charter from Key West

star-4.5
26
Try to catch a trophy fish on this private fishing charter in Key West. From beginners to expert fishers, this charter offers something for everyone. The crew will also adapt the fishing techniques according to that day’s conditions, offering many different types of fishing, as well as teaching you how to catch the big ones.
More
  • 4 hours
  • Free Cancellation
From
$950.00
per group
From
$950.00
per group

Filters

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 Outdoor Activities in Key West?
Q:
What Outdoor Activities in Key West are 1 hour or less?
Q:
What Outdoor Activities in Key West are taking additional safety precautions?
Q:
What Outdoor Activities in Key West are good for avoiding crowds?