Recent Searches
Clear

Top Key West Sightseeing Tours

Saved to wishlist!
Dates
Select Dates
Snorkeling
Snorkeling
Half-day Tours
Half-day Tours
Full-day Tours
Full-day Tours
Sailing
Sailing
Sunset Cruises
Sunset Cruises
Hop on Hop Off
Hop on Hop Off
E-Bike Tours
E-Bike Tours
Skip-the-Line Tours
Skip-the-Line Tours
Cruises & Sailing
Cruises & Sailing
Walking Tours
Walking Tours
Cultural Tours
Cultural Tours
Day Cruises
Day Cruises
Sightseeing Passes
Sightseeing Passes
Private Sightseeing Tours
Private Sightseeing Tours
Pedicab Tours
Pedicab Tours
Private and Luxury
Private and Luxury
Sightseeing Cruises
Sightseeing Cruises
Water Tours
Water Tours
Trolley Tours
Trolley Tours
Adventure 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

70 results | All Key West Tours

Sort by: Featured

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
287
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
  • Taking safety measures
From
$38.80
From
$38.80
Taking safety measures

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
526
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
  • Taking safety measures
From
$50.35
From
$50.35
Taking safety measures

Key West Historic Seaport Food Tasting and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
244
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the beach and docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 10 people to ensure personal service from your guide.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

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
532
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

Gulfstream Fishing - Key West

Gulfstream Fishing - Key West

star-4.5
185
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
$76.97
From
$76.97
Taking safety measures

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1223
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
  • Taking safety measures
From
$49.81
From
$49.81
Taking safety measures

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
1107
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
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
276
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
  • Taking safety measures
From
$61.46
From
$61.46
Taking safety measures

Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

star-3.5
220
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
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$53.70
From
$53.70
Taking safety measures

Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
661
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

Parasailing in Key West with Professional Guide

Parasailing in Key West with Professional Guide

star-4.5
143
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
$89.95
From
$89.95
Taking safety measures

Key West Living Coral Reef Snorkel Adventure

Key West Living Coral Reef Snorkel Adventure

star-4
282
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
  • Taking safety measures
From
$46.92
From
$46.92
Taking safety measures

Key West Sunset Cruise with Live Island Music
Likely to Sell OutLikely to Sell Out

Key West Sunset Cruise with Live Island Music

star-4.5
477
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.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$73.75
From
$73.75
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
8
Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. This is a private tour just for your group = we won't group you with others. Perfect for your wedding party, couples, family & friends, bachelor and bachelorette party, birthday party, reunion, corporate groups, and more! It's even fun for solo travelers! **If it's too far or too hot to walk, you have the option of hopping on the Duval Loop bus with your guide** It's air-conditioned with several convenient stops throughout Old Town. These tours are private so you can ask questions and we can customize the tour to your interests. Your tour guide is knowledgeable about everything Key West, so don't hesitate to let us know what interests you and what you want to know about Key West. Total distance about 1 1/2 miles.
More
  • 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

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

Key West Dolphin Watch and Snorkel Cruise

star-4.5
541
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
  • Taking safety measures
From
$75.20
From
$75.20
Taking safety measures

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
424
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
  • Taking safety measures
From
$124.95
From
$124.95
Taking safety measures

Small-Group Key West Sunset Sail with Wine
Likely to Sell OutLikely to Sell Out

Small-Group Key West Sunset Sail with Wine

star-5
420
Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$99.95
From
$99.95
Taking safety measures

Private Looe Key Snorkel from Big Pine Key

Private Looe Key Snorkel from Big Pine Key

star-5
348
Discover the Great Florida Reef while visiting the Florida Keys on this private snorkel excursion. Board a private boat and depart from Big Pine Key towards Looe Key, where you can jump in the water and explore the extensive coral reef system. Snorkel alongside your captain and learn about the various species you encounter such as barracuda, parrotfish, and rays.
More
  • 3 hours
  • Taking safety measures
From
$545.00
per group
From
$545.00
per group
Taking safety measures

Key West Sunset Sail Aboard Schooner

Key West Sunset Sail Aboard Schooner

star-5
239
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.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$103.20
From
$103.20
Taking safety measures

Key West Wild Dolphin Sail and Shallow-Water Snorkel
Likely to Sell OutLikely to Sell Out

Key West Wild Dolphin Sail and Shallow-Water Snorkel

star-4.5
209
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
$97.91
From
$97.91
Taking safety measures

Key West Day Sail Aboard Schooner

Key West Day Sail Aboard Schooner

star-5
71
Experience a slice of sailing history while soaking up fantastic Key West views on a cruise aboard the America 2.0, a replica of the schooner that won the very first America’s Cup. Relax on padded benches and teak decks as your captain navigates the island coastline past landmarks like Fort Zachary Taylor and Sand Key Light Tower, and sip unlimited drinks from the full onboard bar.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$60.20
From
$60.20
Taking safety measures

The Key West Dolphin & Snorkel Experience

The Key West Dolphin & Snorkel Experience

star-4.5
64
The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous Key West Sunset all in one trip.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$74.95
From
$74.95
Taking safety measures

Southernmost Key West History and Culture Small-Group Walking Tour

Southernmost Key West History and Culture Small-Group Walking Tour

star-5
49
Join us for a 1.5-hour adventure! Our tour is led by knowledgeable local guides. As we walk through the streets of Key West’s old town, you will discover the history and culture of our island. Shipwrecking, sponging, cigar manufacturing, treasure hunting - it’s all about Key West! What to bring: Hat, sunglasses, and sunblock is a must. Bring at least one bottle of water for yourself. Wear comfortable clothing and shoes. Sneakers are the best option. Camera or your phone to take pictures. Your adventurous spirit :)
More
  • 1 hour 45 minutes
  • Free Cancellation
From
$39.99
From
$39.99

Go Miami All-Inclusive Pass with Hop-on Hop-off and Zoo Miami

Go Miami All-Inclusive Pass with Hop-on Hop-off and Zoo Miami

star-4
39
The Go Miami™ Pass is an all-inclusive pass offering the best choice for maximum savings and flexibility when visiting Miami and South Beach. Choose 1-, 2-, 3-, or 5-day passes and save up to 55 percent versus paying at the gate—like a trip to the Key West Day Trip or an Everglades airboat ride, just to name a few. Each pass is good for two weeks from first use. Access on your mobile device or print and go. It’s that simple to experience some of Miami’s best attractions. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 30 days and/or the remaining number of attraction choices purchased.
More
  • 5 days
From
$63.00
From
$63.00

Filters

What people are saying about Sightseeing Tours in Key West

star-5
Key West Ghosts and Gravestones Trolley Tour
"Had a great interactive experience. Heard the footsteps in the shipwreck museum which was cool. Ms Rose was very informative and told great stories! Ms Lydia was a great driver and handled those streets like the pro that she is."..."
star-5
Key West Hop-On Hop-Off Trolley Tour
"Very informative. Driver was friendly, funny and kind. Took us everywhere and we were able to go back to our favorite locations"..."
star-5
Key West Historic Seaport Food Tasting and Cultural Walking Tour
"our tour guide Rose was very friendly and knowledgeable about the area. The food was really good! Best part of my trip!"..."
star-5
Key West Southernmost Food and Cultural Walking Tour
"Dana did a great job sharing stories and explaining the history of the Key West Food culture!! The pace of the tour was perfect"..."
star-5
Gulfstream Fishing - Key West
"The crew was helpful and friendly. Nice large boat… The captain moved around to put us on the fish. You can bring a cooler also. Super fun day…"..."
star-5
Guided Bicycle Tour of Old Town Key West
"Awesome bike ride thru the town. Tour guide James was very funny and interactive, full of information. Highly recommend if you're into biking and seeing highlights of the town. The pie at the end was awesome too"..."
star-5
Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
"Such a fun time and beautiful sunset. Unlimited drinks, live music, and the passed hors devours were delicious too! The boat was not too crowded as were other party boats that we passed! Highly recommend!"..."
star-5
Sunset Sail in Key West with Beverages Included
"The evening was everything we hoped it would be. The crew did an outstanding job. Great service and attention to detail. I Thank you!"..."
star-5
Key West Glass-Bottom Boat Tour with Sunset Option
"Ruth and Grace were very knowledgeable. We were able to talk to Grace for a little bit and she knew everything we asked about the island."..."
star-5
Key West Mangrove Kayak Eco Tour
"Mangroves. Fascinating. Loved going through them. Heather (guide) awesome! Kayaking was fun. A little challenging. You will need to engage with rowing and maneuvering. You will get wet. Wear sunscreen, hat, and protect belongings in dry bag."..."
star-5
Parasailing in Key West with Professional Guide
"Great guide and captain. It was my kids’ first time. They had a blast and I felt it was very safe. I appreciated the guide joking and connecting with the passengers. Kids want to go back and I am going up next time!"..."
star-5
Key West Living Coral Reef Snorkel Adventure
"The crew we went with was absolutely incredible, kind, responsible and fun. The spot we went to was beautiful, plenty of colorful and curious fish to look at. It was the best part of our vacation in the keys!"..."
star-5
Key West Sunset Cruise with Live Island Music
"The band and crew were extremely friendly & fun. My sister and I enjoyed the music, breath taking views and wine."..."
star-5
PRIVATE Welcome to Key West Walking Tour
"I was specifically wanting to become more familiar with the layout of the town in a short period. Rick did a great job of tailoring the tour to those expectations. I feel like I can now go or direct others to areas that are of specific interest to me. Thanks so much, Rick! I really liked the local perspectives you gave. Prior to the tour Rick contacted me to find out what I wanted to see and I mentioned seeing the fireworks without hanging out on the beach. He gave information that allowed me to watch the fireworks eating a delicious meal knowing I was contributing to scholarships for high school seniors. It was also nice to meet different people who live on the islands. When the walking tour was over I enjoyed a guided tour that Rick gave in the Truman White House. Probably wouldn’t have done that again but was having such a good day walking and enjoying the island. Great way to explore the island from the Atlantic to the Gulf. I will definitely contact Rick before returning to Key West."..."
star-5
Key West Dolphin Watch and Snorkel Cruise
"Worth the money and overall an exciting day. I highly recommend this excursion. Staff was amazing!!!"..."
star-5
Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel
"Snorkeling was fun but the water wasn’t as clear as we had hoped. Those who get a clear day are in for a treat. Kayaking was peaceful, fun and they go over lots of history. Both were such a fun experience and the crew was helpful and fun as well"..."
star-5
Small-Group Key West Sunset Sail with Wine
"A great tour and fantastic team/service! Very enjoyable experience. Booking was a breeze and the tour was exactly as advertised. Would for sure recommend this to friends/family visiting Key West!"..."
star-5
Private Looe Key Snorkel from Big Pine Key
"Beautiful place to snorkel and so many fish! Our captain was very knowledgeable and gave us a lot of good info, too. Highly recommend."..."
star-5
Key West Sunset Sail Aboard Schooner
"From start to finish this was an amazing sunset cruise. The staff was top notch! Loved every second!"..."
star-5
Key West Wild Dolphin Sail and Shallow-Water Snorkel
"Instructors were friendly and knew what they were doing. Had plenty of refreshments on board and got plenty of time to snorkel and see the ocean views!"..."
star-5
Key West Day Sail Aboard Schooner
"Beautiful day, great crew And great weather Made for a fantastic day of sailing. Highly recommend it."..."
star-5
The Key West Dolphin & Snorkel Experience
"Outstanding experience!!! Would highly recommend! Key West sunset is a bucket list event!!! A definite must see!!!"..."
star-5
Southernmost Key West History and Culture Small-Group Walking Tour
"Alejandro was very knowledgeable and friendly. Both my son and I appreciated seeing scanned old photos and documents describing the unique history of Key West."..."
star-5
Go Miami All-Inclusive Pass with Hop-on Hop-off and Zoo Miami
"This is the first real vacation my family has taken in the past 15 years, and I would recommend this card to everyone. The only problem we ran into was not enough hours in the day to do all the things we wanted to do that were available with this card. Worth every penny!"..."

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 Sightseeing Tours in Key West?
Q:
What Sightseeing Tours in Key West are taking additional safety precautions?
Q:
What Sightseeing Tours in Key West are good for avoiding crowds?