Recent Searches
Clear

Top Key West Cultural Tours

Experience your destination with peace of mind. Learn what steps operators are taking to keep you safe and search for activities with increased health and safety measures. Before you go, check local regulations for the latest information.

Read More
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Price
$0
$500+
Duration
Time of Day
Rating
Specials

Experience your destination with peace of mind. Learn what steps operators are taking to keep you safe and search for activities with increased health and safety measures. Before you go, check local regulations for the latest information.

Read More
Filter
Select Dates
Today
Tomorrow

73 Key West Cultural Tours | All Key West Tours

Sort by:Featured

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

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

star-5
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.
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$148.95
From
$148.95
Taking safety measures

Small-Group Key West Food Tasting and Cultural Walking TourHalf-day Tours

Small-Group Key West Food Tasting and Cultural Walking Tour

star-5
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.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

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

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

star-5
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. Snorkel above a coral reef. 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
  • Taking safety measures
From
$114.95
From
$114.95
Taking safety measures

Key West Florida Reef Half-Day Snorkeling ExcursionSnorkeling

Key West Florida Reef Half-Day Snorkeling Excursion

star-4.5
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.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Half-Day Cruise from Key West with Kayaking and SnorkelingSailing

Half-Day Cruise from Key West with Kayaking and Snorkeling

star-5
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
  • Taking safety measures
From
$86.00
From
$86.00
Taking safety measures

Key West Mangrove Kayak Eco Tour in Small-GroupNature and Wildlife

Key West Mangrove Kayak Eco Tour in Small-Group

star-5
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
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Key West Craft Cocktail CrawlHalf-day Tours

Key West Craft Cocktail Crawl

star-5
Explore Key West through the eyes of a local on a craft cocktail tour that stops at five off–the–beaten–path establishments, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and three gourmet food tastings.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.66
From
$88.66
Taking safety measures

Key West Dolphin Watch and Snorkel CruiseSnorkeling

Key West Dolphin Watch and Snorkel Cruise

star-4.5
Get ready for fun in the sun on this dolphin watch and snorkeling adventure off the coast of Key West. Sail 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
  • Taking safety measures
From
$68.00
From
$68.00
Taking safety measures

Key West Fishing Day Trip Nature and Wildlife

Key West Fishing Day Trip

star-4.5
Going fishing while in Key West is a must, and this deep-sea fishing tour takes you on a comfortable boat that can fit up to 60 passengers. Whether you’re a beginner or an experienced fisherman, your captain and crew helps you with your skills. Try to catch snapper, grouper, mackerel, or shark. A license and all bait are included, and restrooms are on board for convenience.
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$71.42
From
$71.42
Taking safety measures

Key West Pub CrawlCity Packages

Key West Pub Crawl

star-4.5
Get ready to party in paradise on this guided, 2.5-hour Key West pub crawl. The beautiful island city of Key West is famous for its raucous bar scene. Visit some of its most popular and entertaining establishments, beginning downtown and then traveling to the historic seaport and back to busy Duval Street. Enjoy a domestic beer or mixed drink at each of the five locations and receive a free souvenir t-shirt to commemorate the event. Guests must be at least 21 years old to participate.
More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$34.99
From
$34.99
Taking safety measures

Key West Ghost and Mysteries TourCity Packages

Key West Ghost and Mysteries Tour

star-4.5
Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$32.26
From
$32.26
Taking safety measures

Morning Reef Snorkel & Sail Adventure from Key WestSailing

Morning Reef Snorkel & Sail Adventure from Key West

star-4.5
Sail to a gorgeous snorkeling spot off the coast of Key West to explore a coral reef home to rainbow-colored fish, anemones, eels, and more. On the hour-long sailing trip to the reef, sip included wine, beer, or soft drinks while watching for dolphins and sea turtles. The captain chooses the snorkeling spot according to each day’s conditions, ensuring the best experience for your group.
More
  • 3 hours
  • Free Cancellation
From
$70.77
From
$70.77

Key West Wild Dolphin Sail and Shallow-Water SnorkelSailing

Key West Wild Dolphin Sail and Shallow-Water Snorkel

star-4.5
Take a half-day sailing adventure off the coast of Key West, Florida and observe wildlife. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. See dolphins swimming and jumping alongside the boat, then jump in for an easy shallow-water snorkel above a coral reef, shipwreck, or sponge garden, all supporting over 600 species of marine life. Relax, feel the warm sea breeze and enjoy light snacks and a variety of refreshing beverages on board the boat.
More
  • 4 hours
  • Taking safety measures
From
$95.59
From
$95.59
Taking safety measures

Key West Living Coral Reef Snorkel AdventureSnorkeling

Key West Living Coral Reef Snorkel Adventure

star-4
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 knowledgable crew, making this experience perfect for first-time snorkelers. Use of sanitized snorkel gear and beer, water, and margaritas (afternoon trip only) provided.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$45.49
From
$45.49
Taking safety measures

Key West Snorkel and Sunset Sail: Rum n' ReggaeSnorkeling

Key West Snorkel and Sunset Sail: Rum n' Reggae

star-4
Combine a snorkel session on North America's only living coral reef with a Key West sunset during this catamaran cruise. Listen to lively reggae beats, snorkel using the provided equipment, and watch the sunset with a rum punch in hand.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.34
From
$49.34
Taking safety measures

Dry Tortugas National Park Day Trip by Catamaran from Key WestDay Cruises

Dry Tortugas National Park Day Trip by Catamaran from Key West

star-4.5
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
  • Free Cancellation
  • Taking safety measures
From
$184.00
From
$184.00
Taking safety measures

Key West Parasailing Adventure Cultural Tours

Key West Parasailing Adventure

star-5
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.
More
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$58.00
From
$58.00
Taking safety measures

Island Adventure Snorkel Kayak and Tour from Key WestSailing

Island Adventure Snorkel Kayak and Tour from Key West

star-4.5
Get access to a remote nature sanctuary, known only to Key West locals, during this island adventure. Choose to paddleboard, kayak, snorkel, or just lounge on the sandbar and take in the natural ambiance. Snack, lunch, and use of snorkel equipment included; wine and beer available after activities.
More
  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$118.50
From
$118.50
Taking safety measures

Key West Seafood Lover's Food Tasting and Cultural Walking TourHalf-day Tours

Key West Seafood Lover's Food Tasting and Cultural Walking Tour

star-5
Taste your way through Key West's ultra fresh seafood on a gourmet walking tour with a local guide. You'll stroll from the historic seaport into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, conch ceviche, spiny lobster, and more, learning about Key West history along the way. Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 12 people to ensure personal service from the guide.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Key West Mangrove Ecosystem Paddleboard TourNature and Wildlife

Key West Mangrove Ecosystem Paddleboard Tour

star-5
Satisfy your appetite for adventure on this paddleboarding tour of Key West’s mangrove ecosystem. Paddle downwind across shallow waters of Key West’s backcountry to learn about the geological structure of the Keys, as well as the species who call it home. Spot some tropical fish, jellyfish, sea cucumbers, and aquatic birds along your way through the winding mangrove creeks.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Parasailing in Key West with Professional GuideCultural Tours

Parasailing in Key West with Professional Guide

star-4.5
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
  • Taking safety measures
From
$58.95
From
$58.95
Taking safety measures

Key West Afternoon Boat CharterSnorkeling

Key West Afternoon Boat Charter

star-5
This trip is uniquely and affordably priced. The pricing includes up to 6 people. This trip is private and custom. It offers many options for activities and different members of the group could choose to do different activities at the same time. For instance, kayaking and paddle boarding while others snorkel or lounge at the sand-bar. Read the reviews of our guests. They particularly enjoy the flexibility and ability to design the experience that they want.
More
  • 3 hours
  • Free Cancellation
From
$496.00
per group
From
$496.00
per group

Ultimate Jet Ski Tour of Key WestCultural Tours

Ultimate Jet Ski Tour of Key West

star-4.5
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
  • Taking safety measures
From
$149.00
per group
From
$149.00
per group
Taking safety measures

Key West Conch Tour TrainCity Packages

Key West Conch Tour Train

star-4
Explore the best that Key West has to offer on this narrated, Conch Tour Train 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 and everything in between, 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
$36.70
From
$36.70
Taking safety measures

Experiences Themes

Frequently Asked Questions


icon_solid_phone
Book online or call
(888) 651-9785
(888) 651-9785