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1056 reviews
Old Town Trolley Tours Key West 4.4
Hop On Hop Off Key West Tours
Welcome to Key West!
Hello, I’m Rich Fox, General Manager of Old Town Trolley of Key West. The sun, quaint setting, and clear waters of Key West have lured visitors since its settlement in 1822. For over 30 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best Key West attractions. Our friendly conductors narrate the tour with a fascinating and fun mix of trivia and humorous stories.
“Hop aboard one of our trolleys and you’ll experience Transportainment ® , a delightful combination of transportation and entertainment.”
As a resident of the Conch Republic, I assure you that Old Town Trolley Key West sightseeing tours are the best way to see the city. Because we cover the entire city, you can avoid the trouble of driving and parking in a new place. The sightseeing tour is also designed so that you can hop on and off and explore on your own; your ticket is valid for all day, so you can tour at your own pace. With frequent pickups at all our stops, this helps you avoid walking long distances.
It will be our pleasure to guide you through this tropical paradise on one of our orange and green trolleys.
Old Town Trolley is the best sightseeing tour in town:
- 100% Satisfaction Guarantee*
- Hop on and off at your leisure
- FREE Two Guided Walking Tours included
- FREE admission to the Sails to Rails Museum included with ticket
- FREE coupons worth up to $50 in discounts
- The most comprehensive Key West tour fully narrated by our expert tour conductors
- On and off FREE re-boarding at 13 stops
- Colorful anecdotes and well-research historical facts
- Exclusive stops and Key West attraction discounts
- More than 100 Points of Interest
- Tour length: 90 minutes
*Special exemptions apply to reservation based attractions.
“FREE with your purchase of a trolley ticket, you will receive our full color map, a savings book, with over $50 in savings, for attractions, shopping and dining, and the opportunity to purchase our $5 Essentials guide book. This must have book contains ‘things to do’ suggestions, for each stop. You can get your map, savings book and purchase the Essential guide at any Old Town Trolley booth.”
Stop by the Ernest Hemingway House Museum, where he is rumored to have written A Farewell to Arms—and don’t forget to look for the 6 or 7 toed cats! Marvel at the beautiful species of butterflies in the Key West Butterfly and Nature Conservatory, and wander next door to the Southernmost House Mansion and Museum, known for its 19th century architecture and tropical gardens. Cool off with a drink at the famous Sloppy Joe’s Bar or Jimmy Buffet’s Margaritaville in the Old Town area. But don’t leave Key West until you’ve watched the sunset from Mallory Square , a truly memorable experience!
Ticket Booth Locations
Stop 1 – Mallory Square Inside Mallory Square (between Shell Warehouse and Sponge Market) See in Google Maps
Stop 3 – Simonton Row Corner of Simonton and Greene Streets See in Google Maps
Stop 12 – Truval Village Corner of Truman Avenue and Duval Street See in Google Maps
Stop 13 – Angela Street Corner of Angela and Duval Streets See in Google Maps
There’s no better way to see all of Key West than with Old Town Trolley Tours.
Download Old Town Trolley Key West Brochure .
To receive a brochure by mail, go to contact us.
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The 13 Best Key West Tours of 2024
Explore everything from busy streets to tranquil waters on one of these guided adventures.
Courtesy of Fury Water Adventures
When you imagine a vacation to Key West, Florida , you'll likely think of days spent on white beaches surrounded by turquoise waters and swaying palm trees. While lounging on the sand is an excellent option, there are also plenty of outdoor activities, attractions and culinary delights to keep you entertained while visiting the southernmost point in the country. U.S. News consulted both traveler reviews and expert opinion to compile this list of the best Key West tours.
Fury Water Adventures Key West – Key West Dolphin Watch and Snorkel Tour
Price: Adults from $80; kids from $60 Duration: 3 hours
Fury Water Adventures' tour combines two popular Florida activities. First, watch Atlantic bottlenose dolphins as they playfully swim near the catamaran. Then, snorkel in the clear, turquoise waters of Key West, keeping your eyes peeled for stingrays, tropical fish and a variety of coral. Reviews are mostly positive for the dolphin watching portion of the trip, but travelers are less impressed with the snorkeling. Some tourgoers say the reefs aren't colorful and report seeing few fish.
Departures are available multiple times a day year-round. Tickets include beverages; beer and wine will be served after snorkeling. Fury Water Adventures also operates sunset cruises and parasailing adventures, among other options.
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Key West Eco Tours – Backcountry Kayak & Paddleboard Tour
Price: Adults from $75; kids from $60 Duration: 2 hours
Paddle through mangroves as you learn about the marine life and tropical ecosystem of the Florida Keys on this guided kayak or paddleboard tour, which begins just a short drive from downtown Key West in Geiger Key. Opportunities for wildlife viewing include turtles, dolphins, iguanas and rays, as well as birds and fish. Tourgoers remark that the experience provides a nice break from the city and offers a different perspective of Key West. They also say the guides are very knowledgeable about local marine life.
Tours operate at 9 a.m., noon and 2 p.m. every day. Half-day tours and sunset sails are also available.
Key Lime Bike Tours
Price: From $45 Duration: 2 hours
Take in the colorful sights and sounds of Old Town with this guided bike tour. You'll ride around town on a bright green bike (complete with a basket for personal items) and receive a complimentary piece of Key lime pie at the end of the approximately 4-mile tour. Reviewers applaud the entertaining and informative guides, who they say pack a lot of history into a relatively short ride. They also describe the cycling pace as leisurely and manageable for most fitness levels.
Tours are offered daily at 10 a.m. and 2 p.m. year-round. Prices include bottled water, a slice of key lime pie and ponchos if necessary.
Key West Ghost & Mysteries Tour
Price: Adults from $23; kids from $15 Duration: 1.5 hours
As one of Florida's oldest cities, it's not surprising that ghosts could be lurking in Key West's streets. This spooky walking tour departs nightly at 9 p.m. and explores the haunted parts of town that most visitors don't see. Among the stops featured are Key West's oldest graveyard and Hemingway's first home, Casa Antigua. Tourgoers say that overall the tales are entertaining, though not particularly spine-chilling, though they do commend the guides for their entertaining storytelling.
Key West Food Tours – Southernmost Food Tasting & Cultural Walking Tour
Price: Adults from $79; kids from $49 Duration: 3 hours
Visitors say the food sampled on this excursion is delicious and that the trip is the perfect introduction to Key West's culinary scene. The tour spotlights the Cuban and Caribbean influence on the city's food and culture. Samples could include fish tacos, Cuban roast pork, conch fritters, and of course, a rum drink and a slice of Key lime pie. The tour narrative also includes local history and fun facts about Key West, which tourists appreciate. The walking tour covers almost 1 1/2 miles with stops at five different venues.
Tours operate daily at 11 a.m., noon and 3:30 p.m. In addition to food tours, the company hosts a Key West bar crawl for cocktail enthusiasts.
Danger Charters – Wind & Wine Sunset Sail
Price: From $109 Duration: 2 hours
Climb aboard Danger Charters' 65-foot schooner for the company's Wind & Wine Sunset Sail. The evening cruise features tropical music, a selection of hors d'oeuvres, and a variety of wines and beers to choose from. Plus, tours are capped at 25 participants – a highlight for reviewers, who appreciate the small-group feel. Visitors enjoy the sunset views, beverages and bites. They also suggest bringing a jacket as it gets cool once the sun goes down.
Tours depart nightly; the exact departure time varies by season in accordance with the sunset. Note: Participants must be 13 years or older. The company also offers a full-day sail, kayak and snorkel tour, among other cruises.
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Old Town Trolley Tours – 1-Day Key West Tour
Price: Adults from $57; kids from $19 Duration: 1.5 hours
Ditch the car and hop on this narrated trolley tour, which features 13 stops at popular Key West attractions. At any stop, visitors are welcome to get off the trolley to explore and hop back on at a later time to continue the tour. Highlights include Mallory Square , Duval Street, the Southernmost Point buoy and the Harry S. Truman Little White House . Travelers enjoy the informative drivers and say the tour is a good value. They also appreciate the convenience of the trolley and say this is a great activity for your first day in Key West. Others note there are long wait times for trolleys and crowded vehicles.
Tours operate daily from 9 a.m. to 4:30 p.m. Tickets also include complimentary admission to the Sails to Rails Museum. Two-day tickets are also available, along with a nighttime Ghosts & Gravestones Tour.
Lazy Dog Adventures – Key West Kayak Eco-Tour
Price: Adults from $60; kids from $45 Duration: 2 hours
Lazy Dog Adventures' guided mangrove tour begins 4 miles from downtown Key West on Stock Island. The slow-paced excursion is ideal for beginners and paddlers of all ages, and you can even bring your pup. During the tour, guides share information about the geology and animal inhabitants of the Florida Keys. Marine life sightings may include jellyfish, crabs, sea stars and tropical fish, as well as aquatic birds. Tourgoers appreciate the casual pace of the tour and find it both educational and fascinating to see the wildlife up-close. Some reviewers call it the highlight of their trip.
Tours operate at 10 a.m. and 2 p.m. daily. Lazy Dog Adventures also offers paddleboard and eco-boating excursions.
Conch Tour Train
Price: Adults from $43; kids from $20 Duration: 75 minutes
A staple in Key West since 1958, the open-air Conch Tour Train makes three stops along a narrated route. The first stop lets patrons off at Truval Village near the Key West Lighthouse and the Key West Butterfly & Nature Conservatory . The second stop is the Historic Key West Seaport and the final stop is the Sails to Rails Museum, where train passengers can take advantage of complimentary admission. Along the way, passengers can disembark and explore Key West attractions before catching the next train. Visitors give mostly positive reviews of the conductors' knowledge and remark that the train ride offers a great way to get an overview of Key West in a short amount of time. Many recommend taking the tour on your first day in Key West to familiarize yourself with the top attractions.
The train operates daily from 9 a.m. to 4:30 p.m. Two-day passes are also available.
Sebago Watersports – Key West Reef Snorkel - Morning
Price: Adults from $50; kids from $35 Duration: 3 hours
This morning snorkel begins with a 7-mile sail to the Florida Reef, the only living coral barrier reef in the U.S. Enjoy the warm ocean breezes as you cruise on the company's 69-foot catamaran. Then, view tropical fish, turtles and lobsters as you snorkel in the crystal-clear Caribbean waters. Visitors commend the crew's professionalism and the enjoyable catamaran ride. They also report seeing a variety of fish and marine life.
The tour begins at 9 a.m. daily and includes snorkel gear and instruction. Complimentary soft drinks, water, and wine and beer (available after snorkeling) are also included. Sebago Watersports also operates an afternoon version of this tour, as well as catamaran sunset sails, among other excursions.
Key West Extreme Adventures – Shark and Wildlife Tour
Price: Adults from $89; kids from $29 Duration: 2 hours
If you're hoping to see sharks in the wild, consider this catamaran tour with Key West Extreme Adventures. You'll cruise a few miles off the coast keeping your eyes peeled for dolphins, stingrays, turtles and birds before the captain releases a scent to attract lemon and nurse sharks to the boat. Tourgoers praise the knowledgeable captain and crew and report seeing a plethora of sharks.
Tours generally depart Thursday through Tuesday at 10 a.m., though they may be available daily, depending on the month.
Catamaran Echo – Adults only Champagne Celebration Sunset Cruise from Key West
Price: From $74 Duration: 2 hours
Reviewers regularly call this sunset cruise relaxing and lovely. This adults-only tour includes unlimited Champagne, as well as red and white wine, beer, soft drinks, water and a cheese buffet. Though the catamaran can accommodate up to 28 passengers, capacity is capped at 14 people to create an intimate atmosphere – another highlight for tourgoers.
Cruises are available daily; departure times vary by season. Looking for a family-friendly alternative? All ages are welcome on private sunset charters, as well as the company's dolphin and snorkeling tour.
Honest Eco – Dolphin Watch & Guided Snorkel
Price: Adults from $99; kids from $79 Duration: 4 hours
Eco-conscious travelers may want to book this tour, which takes places on a custom-built electric catamaran. Along with the hybrid boat, the tour is led by marine biologists. Reviewers praise the guides for their vast knowledge of the animals and ecosystem and also appreciate that the electric boat doesn't scare off dolphins thanks to its quiet motor. During the excursion, you'll observe dolphins swim alongside the boat, and then get a chance to snorkel with a member of the crew as your guide. According to the company, this tour is suitable for novice and beginner snorkelers.
Tours are available daily at 9 a.m. and 2 p.m. Honest Eco also operates a seasonal sunset sail, among other options.
You may also be interested in:
- The Best Hotels in Key West
- The Best Key West Fishing Charters
- The Best Key West Snorkeling
- The Best Places to Visit in Florida
- The Top All-Inclusive Resorts in Florida
Tags: Tours , Florida , Travel , Vacations
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