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Whether you’re just breezing through or enjoying an extended stay, we’ve got several options to choose from to help you maximize your time in Key West and still see the best first!

EXPERIENCE OUR UNIQUE Transportainment ® EXPERIENCE OUR UNIQUE Transportainment ® mobile

☆☆☆☆☆

★★★★★

1031 reviews

Old Town Trolley Tours Key West
4.4

1-Day Trolley

1-Day Trolley

From
$52.82
SAVE UP TO 5%
  • 1 day of free unlimited re-boarding
  • Open-air sightseeing perfect for taking pictures
  • More than 100 points of interest
  • FREE Two Guided Walking Tours included
  • FREE admission to the Sails to Rails Museum included
  • FREE coupons worth up to $50 in discounts
  • 100% satisfaction guarantee
  • Exclusive stops and Key West attraction discounts

Holiday Sights & Festive Nights Tour

Holiday Sights & Festive Nights Tour

From
$38.64
  • The best way to experience the holidays in Key West
  • Get fun facts about Key West
  • Make this your new annual tradition with friends and family!

Ghosts & Gravestones

Ghosts & Gravestones

From
$37.86
SAVE UP TO 5%
  • Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
  • Explore Some of Key West’s Most Haunted Sites…
  • Pass by Some of the Most Tragic and Most Sacred Sites of the Island
  • Your voyage includes a stop at the Key West Shipwreck Treasure Museum
  • East Martello Fort & Robert the Doll are no longer a stop on our tour

1-Day Conch Tour Train

1-Day Conch Tour Train

From
$42.84
SAVE UP TO 5%
  • 1-day tour of the Conch Republic
  • One full loop through Old Town Key West
  • Includes three stops
  • FREE Two Guided Walking Tours included
  • FREE admission to the Sails to Rails Museum included
  • FREE coupons worth up to $50 in discounts
  • Highlights marvelous sights, stories and entertainment
  • Open-air sightseeing perfect for taking pictures

2-Day Trolley

2-Day Trolley

From
$81.80
SAVE UP TO 26%
  • 2 consecutive days of free unlimited re-boarding
  • Open-air sightseeing perfect for taking pictures
  • More than 100 points of interest
  • FREE Two Guided Walking Tours included
  • FREE admission to the Sails to Rails Museum included
  • FREE coupons worth up to $50 in discounts
  • 100% satisfaction guarantee
  • Exclusive stops and Key West attraction discounts

2-Day Conch Tour Train

2-Day Conch Tour Train

From
$69.20
SAVE UP TO 23%
  • 2-consecutive day tour of the Conch Republic
  • One full loop through Old Town Key West
  • Includes three stops
  • FREE Two Guided Walking Tours included
  • FREE admission to the Sails to Rails Museum included
  • FREE coupons worth up to $50 in discounts
  • Highlights marvelous sights, stories and entertainment
  • Open-air sightseeing perfect for taking pictures

Key West Aquarium

Key West Aquarium

From
$20.99
SAVE UP TO 7%
  • Daily shark and turtle feedings
  • Touch Tank offers guests hands on experience
  • Featuring a wide variety of fish including grouper, moray eels, barracuda, tropical fish, tarpon, parrotfish and more

Truman Little White House

Truman Little White House

From
$22.95
SAVE UP TO 7%
  • See the home Harry S. Truman came to relax and rest
  • History tellers share fascinating stories of the most important man of his time
  • Visit where Eisenhower recuperated from his heart attack in 1956
  • Thomas Edison resided here during World War I

Key West Shipwreck Treasure Museum

Key West Shipwreck Treasure Museum

From
$17.99
SAVE UP TO 1%
  • Discover the world of Shipwrecking
  • Hear the story of the Isaac Allerton
  • Climb a 65' Captain's Observatory
  • Lift a silver bar salvaged from a Spanish galleon
  • Enjoy a video presentation about the shipwrecking industry

Sails to Rails Museum

Sails to Rails Museum

From
$10.00
SAVE UP TO 7%
  • Discover the Age of Sail in the Caribbean, Gulf of Mexico and the Florida Keys
  • Lift a genuine silver bar
  • Enjoy video presentations on the Overseas Railroad
  • Hands on, immersive activities

Why use Old Town Trolley Tours in Key West

  • Riding around for over 30 years!
  • All our tours are 100% live in real time - No pre-recorded narration
  • The finest, most highly-trained and knowledgeable guides
  • Unlimited hop-on & hop-off as often as you like all day long
  • Proudly owned and operated in the United States
picture showing guests inside old town trolley looking out the windows showing ocean on the left and palm trees on right

Old Town Trolley Tours is

Key West’s Best Hop-On, Hop-Off All Day Tour

  • Best view! Ride high above it all
  • Every seat is the best seat!
  • Most frequent service
  • 13 convenient stops
  • Exclusive stops
  • Key West attraction discounts

Your Vacation…
All Mapped Out For You!

We want you to make the most of your Key West vacation, so we’ve come up with a tool that'll help you plan before you go and discover even more once you get there. Our easy-to-use interactive map will help you maximize your Trolley Tour experience, so you won’t miss all the excitement that Key West has to offer! And since it works great on mobile devices, you'll have all the information you need during your trip, right in your pocket.
  • Trolley Routes & Stops
  • Helpful information
  • Points of Interest
  • Shopping & Entertainment
  • Restaurants & Bars
  • And much more!
Click to Explore
City of St. Augustine Map
City of St. Augustine Map
Map Route of Tour
Map Pin Showing Location 1 Map Pin Showing Location 2 Map Pin Showing Location 3 Map Pin Showing Location 4 Map Pin Showing Location 5 Map Pin Showing Location 6 Building in St. Augustine tree in st. augustine landscape in st. augustine St. Augustine Trolley Tours

OLD TOWN TROLLEY TOURS

OLD TOWN TROLLEY TOURS
Things To Do In Key West
picture of old town trolley in key west driving past ocean and palm trees with a video play button symbol over image picture of old town trolley in key west driving past ocean and palm trees with a video play button symbol over image 2

Reviews

What Our Guests Are Saying

Luis was the highlight of our visit

We had Luis as our tour guide. First time visit to Key West so I don’t know what the rest of your guides are like, but Luis was the highlight of our visit. When I come back to Key West I will be looking him up to take the tour again. He was informative and very funny. Thanks Luis for the great time.

J.M., EL PASO, TX

We had truly the world’s greatest tour guide

We were in Key West last week and had truly the world’s greatest tour guide, Mark. We were so impressed with his kindness, sense of humor and knowledge and pride of Key West that we remained on the trolley for the full 90 minutes!

A. R.

...The best day of the trip

Mr. History is by far the best guide we have ever had. My wife and I are history nerds and not that we are knowledgeable but we just like getting the history wherever we go on vacation. Mr. History was an absolute well of knowledge. He saved our rainy day and made it the best day of the trip.

S.H., PLAINVIEW, NE

Great value for money

Just like to say: brilliant, funny, great value for money; will recommend your tours to anybody going to Key West. Louie, David: very funny guys; had my wife laughing …thanks

R.R., ENGLAND

This was a first class tour

…We had the opportunity to take an old town trolley tour. My wife and I thoroughly enjoyed it… Our guide Louie, was most informative and so funny at the same time. He made the tour one of the best we’ve ever been on. Of course the history of Key West was very good but the highlight was our guide… I could see the other passengers just waiting on his next comments and his delivery was exceptional from a local’s standpoint!…

S & K.H., WALDORF, MD

What a great tour...

We had the pleasure of having Juni as our tour guide. What a great tour she provided. I’ve always wondered who are the people in the world who love their job. She definitely does. She had such enthusiasm for Key West… Please let her know what a great asset she is to your tour company and to keep up the good work. She was wonderful!

D.B.

Please keep expanding to more cities

Just wanted to let you know how much we enjoyed our recent tour in Key West. It was all that we expected after we took your San Diego tours a few years ago. I just wish you had a trolley in New Orleans… Special cudos to your excellent guides. Please keep expanding to more cities.

L.C.

We will be back for a visit

My wife and I were recently in Key West… After driving the island for a few days and finding it hard to park, the concierge suggested your narrated trolley tour. I really didn’t like the idea of a stuffy tour but we went anyway. After the first 5 minutes of laughing almost nonstop, we were hooked. We had a great time and your drivers were anything but stuffy…

M.L., ADAMS, MA

Outstanding!

Thoroughly enjoyed your service in Key West. This is our 3rd city to use your services and we have never been disappointed. We really enjoyed Claire as our guide. Very knowledgeable and a lot of fun. Gave us some great tips to help us make the most of our trip. She is a keeper for you!… If we are in any of your other cities we will definitely use your service, it is outstanding!

S.H.

...A great way to see Key West

We just returned from our vacation and did the Old Town Trolley Tour. It was great! We got off at a couple of stops (had Key Lime pie on a stick with chocolate that was fabulous!) and so got to experience more than one driver/guide. They were all great and the tour is a great way to see Key West in a short period of time…The trolley tour was an absolute bargain!

ONTARIO

Old Town Trolley Tours

Old Town Trolley Tours
Key West Tour Schedules
An Old Town Trolley Tour approaching the Shipwreck Museum in Key West, FL
open
TOUR SCHEDULE Old Town Trolley Tours

Daily.

First tour starts at 9am.

Last tour departs from Mallory Square at 4:30pm.

For more information, go to Old Town Trolley schedule.

All schedules are subject to change. Please call for the most current information:
(855) 623-8289

Get MORE DETAILS-Old Town Trolley Tours
ghost and gravestones key west
open
TOUR SCHEDULE Ghosts & Gravestones Night Tour

For specific information, go to Ghosts & Gravestones schedule.

Reservations are required.
Call for availability prior to making your e-ticket purchase:

(305) 294-4678

Get MORE DETAILS-Ghosts & Gravestones Night Tour
conch tour train
open
TOUR SCHEDULE Conch Tour Train

Daily.

First tour starts at 9:00 am.

Last tour departs from Front Street at 4:30 pm.

For specific information, go to Conch Tour Train schedule.

FAQs

We take great pride in providing an itinerary that showcases all the great aspects of each city during our tours. The most popular stops on our Key West tour include the Historic Seaport, Duval Street, and the Southernmost Point.

Our Key West tour is 13 miles long and averages 90 minutes from start to finish, but our hop-on, hop-off tour is designed for you to hop off at any stop, explore a Key West attraction or neighborhood, and hop back on when you are ready to resume your Key West sightseeing experience.

You may start your Old Town Trolley Tour at any of our convenient stops. Click on Map and Stops to see a list of our stops with information about the attractions and points of interest at each stop.

The Key West tour travels through Bahama Village, Old Town, Truval Village, and the Historic Seaport.

Our Key West tours run 364 days per year (365 in leap years). We’re closed on the Saturday of Fantasy Fest (October).

Old Town Trolley Tours of Key West operates the city’s largest fleet of sightseeing vehicles, and this allows us to pick up and drop off more frequently than any other trolley company. The frequency of the trolleys depends on the time of the year, traffic, and weather conditions.

One of the must-visit places in Key West is Mallory Square, which is famous for its stunning sunsets and street performers. Old Town Trolley is unique and fun and the most convenient way to get to Mallory Square. The tour takes you through the winding streets of Key West, past colorful houses, lush gardens, and sparkling waterways. The tour guide gives you a brief history of the city’s landmarks, including the Ernest Hemingway Home & Museum, the Southernmost Point, and the Truman Little White House. The trolley takes you to the entrance of Mallory Square, where you can get off and start exploring on foot. You can take a leisurely stroll along the waterfront, admiring the breathtaking views of the sea and the distant horizon. You will also find many street performers here, who entertain visitors with their unique talents, including magic tricks, fire dancing, and acrobatics.

With so much to see and do, it can be challenging to explore the city in a short amount of time. Luckily, there is an easy and convenient way to tour Key West — with a Key West Old Town Trolley Tour. Sit back and relax while the trolley takes you to all the major sites and attractions in the city. With its open-air design, you can enjoy the warm Florida breeze and scenic views while learning about the city’s rich history from knowledgeable tour guides. You can visit popular landmarks such as the Ernest Hemingway Home & Museum, Harry Truman’s Little White House, and the famous Southernmost Point buoy. You can take advantage of packages that include admission to the Truman Little White House, the Key West Aquarium, and the Key West Shipwreck Treasure Museum.

The short answer is that it depends on what you want to see and do. If you’re looking to get a taste of the excitement, two days may be enough. You will have ample time to explore the many museums, art galleries, shops, and restaurants that this beautiful city has to offer. When you’re on a tight schedule and want to experience Key West in a day, Old Town Trolley Tour is the perfect solution for you. The beauty of this tour is that it covers more than 100 points of interest, making it easy for you to hop on and off as you please.

If you’re planning to visit, don’t miss out on the chance to discover the most famous attractions in Key West. The must-see attractions in Key West include the Ernest Hemingway Home & Museum, the Key West Butterfly & Nature Conservatory, the Historic Seaport District, and the Key West Lighthouse. Additionally, make sure you visit the Southernmost Point buoy, stroll down Duval Street, and enjoy a slice of Key lime pie! The city is rich in history and culture, and an Old Town Trolley Tour is a perfect way to experience and explore the city’s famous landmarks. The attractions mentioned are some of the top-rated tourist destinations that you should include in your itinerary. Don’t miss the chance to visit these fantastic places and see the colorful and lively locations that have captured the hearts of tourists worldwide.

If you are visiting Key West, you will want to take a stroll down the lively and vibrant Duval Street. This bustling street is the heart of the city, a veritable hub of tourist activity. It is a must-visit destination that offers something for everyone. From dining and shopping to nightlife and fascinating attractions, Duval Street has it all. The street is home to several historic landmarks, shops, restaurants, and entertainment spots. You can explore the street on foot, by bike, or by taking a ride on the famous Conch Tour Train or Old Town Trolley Tour. The street is home to several popular tourist attractions, such as Crowne Plaza La Concha, Sloppy Joe’s Bar, Kermit’s Key West Key Lime Pie Shoppe, and the Key West Butterfly and Nature Conservatory.

The first must-visit location that everyone should see in Key West is the Southernmost Point buoy. This famous landmark is located at the southernmost point of the continental U.S. The buoy has become an iconic spot due to its colorful appearance and its proximity to Cuba, just 90 miles away.

Another stunning vista to experience is Fort Zachary Taylor Historic State Park, located on the southern tip of Key West. Fort Zachary is favored for its beautiful beaches and striking views of the horizon. This lovely spot is a perfect place to enjoy some relaxation, taking in the beauty of the surroundings.

The Old Town Trolley Tour is perfect for travelers who want to explore and witness the beauty and history of the city.

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