Miami to Key West Day Trip with Trolley Tour

2,767 Reviews4.60 out of 5 stars Based on 2,767 traveler reviews collected by The Key West Express and TripAdvisor |
Award of Excellence |Award of Excellence This experience is highly rated by travelers and has met our top quality standards.
Miami

Loading Options

6 Hours in Key West
Hotel pickup offered
Mobile Ticket
Instant Confirmation

Overview

Take a Miami to Key West tour and experience the scenic Overseas Highway then spend the afternoon exploring the island on a fun Key West Trolley Tour.

Highlights

  • Get free pickup and drop off at Miami Beach & Downtown Miami hotels
  • Experience the scenic Overseas Highway aboard a luxury touring coach
  • Enjoy a narrated tour of the Keys and cross the Seven Mile Bridge
  • Take an exciting 90+minute narrated Key West Trolley Tour
  • Hop on or off at any stop to shop, dine, or party

Description

Put our Miami to Key West Day Trip together with a Key West Trolley Tour and plan the perfect Miami to Key West tour with The Key West Express. Experience the amazing Overseas Highway and see the sights of the Florida Keys while traveling via luxury motor coach. Arrange free transport to the departure point right from your hotel door, then depart Miami at 7:45am and relax in air-conditioned comfort while you take in the scenery with a professional driver at the wheel.

The 4-hour drive from Miami to Key West offers world-class sightseeing on the legendary Overseas Highway. From Key Largo southwest for 105 miles along the Florida Keys island chain, emerald ocean vistas are visible on each side of the road for most of the journey. The soft reclining seats of our modern touring coaches invite you to settle in and enjoy the view out the panoramic windows. Plug in headphones and listen to an audio tour of the Keys, do some reading, or simply recharge and get ready for the afternoon as the coach rolls smoothly toward Key West.

You will reach Key West around noon with plenty of time to see the island sights in open-air style from the hop on, hop off Key West Trolley. Sightsee, play, and party all afternoon in America’s Caribbean paradise with no worries about driving or parking, then return to Miami in the evening refreshed. It’s the easy, stress-free way to take a great day trip down to Key West.

Traveling the Overseas Highway is one of America's most famous road trips. Leaving the Miami suburbs, US Highway 1 runs through Florida City, Gateway to the Keys, into the Southern Everglades wilderness, then becomes the Overseas Highway when it crosses the narrow land bridge to Key Largo. From there, the road runs along 31 Keys on the way down to Key West in the tropical paradise of the Lower Keys. The scenery is always spectacular, with over 40 bridges crossing expanses of blue water.

The amazing Seven Mile Bridge is an unforgettable highlight of the trip. An engineering wonder, the Seven Mile spans 6.79 miles of open sea between Knights Key on the southern end of Marathon Key and Little Duck Key. The bridge with its dramatic ocean vistas has been featured in many television shows and action movies including 2 Fast 2 Furious, Bad Boys, and True Lies.

The noon arrival in Key West gives you plenty of time to explore the island on a Key West Trolley Tour. The fun and funky open-air trolley is the best way to experience the blend of rich history and vibrant, quirky style that makes Key West such a unique destination. The trolley cars have a quaint look but offer modern touches like a smooth, comfortable ride and wide-open views. The freedom to hop off and explore at any stop lets you take in the island’s many interest points on your own timeline.

Visit the Southernmost Point, tour historic sites like the Ernest Hemingway House, and explore the shopping, dining, and partying scene in Old Town, especially along Duval Street and around Mallory Square. The trolley stops at 13 convenient locations where you can get on or off. A Key West Trolley Tour is perfect for accessing the most popular island attractions and having fun while doing it.

The run down the Keys on the Overseas Highway is one of America’s classic road trips and the Key West Express Miami to Key West Day Trip makes it safe and easy. The Key West Trolley Tour is the fun and convenient way to explore Key West. Combine them both and enjoy the best Key West tour around. Our 100% secure online booking system makes all the arrangements a breeze so why wait? Reserve your seats now!

Read more

What's Included

  • Round trip transportation from Miami
  • 6 hours in Key West
  • A narrated tour of the Florida Keys
  • Gratuities
See 1 more

Meeting and Pickup

Pickup point
OR
Meeting point

Bayside Marketplace, 401 Biscayne Blvd, Miami, FL, USA

Open in Google Maps
End point

This activity ends back at the meeting point.

What To Expect

Begin your full-day trip to Key West with convenient pickup from your Miami hotel aboard a comfortable, air-conditioned coach equipped with a restroom. You'll have 6 hours to explore this charming island at your own pace, and this package includes a hop-on, hop-off trolley tour of all the sights in Key West.

Miami to Key West

Relax and enjoy your journey to the Florida Keys aboard our well-maintained luxury coach. Our knowledgeable tour guide will share fascinating stories about Key West's rich history and vibrant culture as you travel back in time across the iconic Overseas Highway.

Read more

6 hours in Key West • Hotel shuttle included

US Highway 1 (pass by)

Marvel at the stunning views along the scenic Overseas Highway. This iconic route, often called "the coolest road in the USA,” connects 31 islands with 43 bridges, making it a dream for photographs. Don't forget your camera!

Read more

Breakfast stop

Stop for breakfast and stretch your legs en route to Key West.

Read more

20 minutes • Food & drinks not included

Seven Mile Bridge (pass by)

This engineering marvel has been featured in numerous films and TV series, including Road House, Licence to Kill, True Lies, 2 Fast 2 Furious, and Burn Notice. It also appears in the video game Grand Theft Auto VI.

Read more

US 1 Mile Marker 0

Welcome to the southernmost point in the continental United States! Fun fact: Key West is closer to Cuba than it is to Miami.

Read more

Key West

You’ll arrive in Key West at approx. 11:55 AM. We provide a detailed map of the city to help you navigate and make the most of your time.

Read more

918 Caroline St, Key West

Have fun exploring!

Key West is extremely walkable, and you’ll have no problem finding amazing photo opportunities with attractions like The Southernmost Point in the USA, Ernest Hemingway’s Home & Museum, Fort Zachary Historic State Park, and The Key West Lighthouse, to name a few.

Read more

6 hours (approx.) • Attraction Tickets Not Included

Key West Trolley Tour

Tours depart from boarding locations approx. every 30 minutes. Stop #2 is one block from where you are dropped off in Key West.

Read more

90 minutes (approx) • Tickets included

Mallory Square

Stop #1: Mallory Square - Stop #1 is in front of the Sponge Market, next to the Key West Aquarium. Trolleys will pull up to the American flag, near the shark. Across the street is the Island Juice Bar.

Read more

401 Wall St • Near the corner of David Wolkowsky and Wall St

Historic Waterfront (one block from bus)

Stop #2: Historic Waterfront/Mac’s Sea Garden - Stop #2 is on a service road between Margaret and William, running parallel with Caroline. Guests can wait inside Mac's Sea Garden Gift Shop and see the trolleys pull up.

Read more

801 Caroline Street • Between Margaret & William St

Simonton Row

Stop #3: Simonton & Greene Streets - Stop #3 is on the corner of Simonton Row, in front of Diver's Direct, on the northwestern side of the street. There is a bench available for waiting guests. Across the street is Key West Aloe.

Read more

150 Simonton St • Corner of Simonton & Greene St

World Famous Duval Street

Stop #4: Duval Street/Crowne Plaza La Concha—On the west side of Duval Street, Stop #4 is directly in front of the Crowne Plaza La Concha Hotel. The trolley will stop in front of the hotel’s entrance doors.

Read more

430 Duval St • Near Duval & Fleming St

Bahama Village

Stop #5: Bahama Village Market - Stop #5 is in front of the Bahama Village complex directly on the corner, on the western side of the street.

Read more

804 Whitehead St • Corner of Whitehead & Petronia St

Midtown

Stop #6: Fairfield Inn - Stop #6 is located at the Fairfield Inn Hotel. The trolleys will stop in the central area of the parking lot.

Read more

2400 N Roosevelt Blvd

Roosevelt Station at Gates Hotel

Stop #7: Stop #7 is located near the Gates Hotel. Trolleys will stop at the covered benches located in front of the “Welcome to Key West” box-car mural.

Read more

3840 N Roosevelt Blvd • Across the street is the Atlantic Ocean.

Hampton Inn

Stop #8: Best Western Key Ambassador—Stop #8 is located at the Best Western Key Ambassador Hotel. The trolley will stop in front of the office area. Guests can wait inside the lobby to see the trolleys arrive.

Read more

3755 S Roosevelt Blvd • Across the street is the Atlantic Ocean.

East Martello Fort/ Robert The Doll

Stop #9: East Martello Civil War Fort - Stop #9 is at the East Martello Fort and Museum. The fort is located in front of the Key West International Airport. Trolleys will pull in front of the Museum in the parking lot.

Read more

3501 S Roosevelt Blvd • Fort tickets not included

Casa Marina Resort & Beach House

Stop #10: Casa Marina Resort & Beach House—Stop #10 is at the front doors of the Waldorf Astoria Casa Marina Hotel, railroad magnate Henry Flagler's showpiece. The trolley will pull into the parking lot and stop in front of the doors.

Read more

1500 Reynolds St

Southernmost Point Trolley Stop

Stop #11: Southernmost Point Trolley Stop—Stop #11 is located at the Southernmost Point Gift Shop. Trolleys stop directly in front of the store. Guests can shop inside while waiting, or benches are available outside. 511 South St • Free admission

Read more

Truval Village

Stop #12: Truval Village - Stop #12 is located on the southeastern side of Duval Street. Trolleys will stop on Duval Street near the corner.

Read more

500 Truman Ave • Corner of Duval St & Truman Ave

Angela Street Depot

Stop #13: Angela Street Depot - Stop #13 is immediately on the northwestern corner where Angela meets Duval. Trolleys will stop on Angela Street in front of the benches.

Read more

451 Angela St • Corner of Angela & Duval

Key West to Miami

At approximately 6:00 PM you will depart Key West with unforgettable memories of your day in paradise. You will be dropped off back at your original pick-up point.

Read more

4 hours (approx.) • Hotel shuttle included

Show 20 more

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Not wheelchair accessible
  • Infants must sit on laps
  • Transportation has a toilet
  • Suitable for travelers of all fitness levels
  • What to bring: camera, comfortable shoes, sunglasses, sunscreen, swimwear, towel, travel pillow, and a smile!

Frequently Asked Questions

The answers provided below are based on answers previously given to travelers by the The Key West Express customer support team.

Are there beaches in Key West?

There are several beaches in Key West, with the most popular being located at Fort Zachary Taylor State Park. Key West is a great watersports destination, so bring a bathing suit and sunscreen, if you plan to get wet.

Can I bring luggage on the bus?

Yes, you may bring one piece of luggage and one carry on bag, per person.

Do we stop on the way to Key West?

It depends. If passengers wish to take a break, we will stop at the McDonalds in Tavernier at approximately 9:00 AM. There is also a convenience store and a grocery store in the same vicinity.

How do people dress in Key West?

Key West is super casual. A sundress for ladies and khaki shorts for the gets is as dressed up as anyone usually gets.

How long does it take to drive to Key West?

The road trip takes about 4 hours. Driving the Overseas Highway is a one-of-a-kind experience. You will see some of the most spectacular scenery in the State. You will literally be driving right over the ocean and across a thin chain of islands and bridges, including the famous 7-Mile Bridge. These bridges connect 34 islands that make up the Florida Keys.

How much free time do we have in Key West?

You’ll have approximately 6 hours to explore Key West at your leisure.

What are some good items to bring on the drive to Key West?

Here are some good things to bring to keep you comfortable on the trip: a smartphone, tablet computer, MP3 player, books, magazines, camera, snacks, sleeping shades, and a travel pillow.

What happens if only my activity in Key West is cancelled?

On occasion, activities in Key West will be canceled because of bad weather. In those cases, you will be refunded for the canceled part of your trip. Those refunds are as follows:

  • If the Glass Bottom Boat Cruise is canceled due to weather, you will be issued a $60 refund.
  • If the Snorkeling Trip is canceled due to weather, you will be issued a $60 refund.
  • If Parasailing is canceled due to weather, you will be issued a $70 refund.
  • If Trolley is canceled due to weather, you will be issued a $55 refund.

What is the weather cancellation policy?

If the Miami to Key West Day Trip with Trolley Tour must be canceled due to bad weather, and you cannot go on another day or time, you will be issued a refund by The Key West Express.

What is there to see in Key West?

You’ll have approximately 6 hours to explore Key West. Famous for its history, this tropical island is home to famous landmarks such as the Southernmost Point in the United States, Mel Fisher’s Treasure Hunting Museum, Ernest Hemingway’s House with the 6-toed cats, Fort Zachary Taylor, and a spooky above ground cemetery just to name a few. There’s also fun water activities, like snorkeling, a glass bottom boat ride, jet ski tours, and parasailing.

Where can I park my car?

If required, parking instructions for the Miami to Key West Day Trip with Trolley Tour will be included in your confirmation email.

Where is the meeting point for this activity?

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Miami to Key West Day Trip with Trolley Tour will be included in your confirmation email from The Key West Express. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

Will you pick me up from my hotel?

Yes. Free pick-up is available from all hotels in South Beach, Miami Beach, and Downtown Miami.

Will you take me back to my hotel after the tour?

Yes, after the tour, we will return you back to the hotel that we picked you up from. The Key West Express offers complimentary drop-off service to all hotels in Miami Beach and Downtown Miami.

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We’re here to help.
Live Chat, Text, Call, or Email our friendly customer support with your questions.

Activity code: C-266288

Reviews

4.60
2,767 reviews

Average 4.60 out of 5 stars based on 2,767 traveler reviews collected by The Key West Express and partner sites such as Cool Destinations and TripAdvisor

5 stars
1,907
4 stars
621
3 stars
239
2 stars
0
1 star
0

Similar Key West Tours

Miami to Key West Day Trip with Parasailing
Special Offer

Miami to Key West Day Trip with Parasailing

 6 Hours in Key West  Hotel pickup offered  Free Cancellation  Instant Confirmation
$146
$129

Miami to Key West Day Trip with Snorkeling
Likely to Sell Out

Miami to Key West Day Trip with Snorkeling

 6 Hours in Key West  Hotel pickup offered  Free Cancellation  Instant Confirmation
$141
$119

Miami to Key West Day Trip
Likely to Sell Out

Miami to Key West Day Trip

 6 Hours in Key West  Hotel pickup offered  Free Cancellation  Instant Confirmation
$109
$59

Travelers Who Bought This Tour Also Bought

Miami to Key West Day Trip
Likely to Sell Out

Miami to Key West Day Trip

 6 Hours in Key West  Hotel pickup offered  Free Cancellation  Instant Confirmation
$109
$59

Miami to Key West Day Trip with Snorkeling
Likely to Sell Out

Miami to Key West Day Trip with Snorkeling

 6 Hours in Key West  Hotel pickup offered  Free Cancellation  Instant Confirmation
$141
$119

Miami to Key West Day Trip with Glass Bottom Boat Cruise
Likely to Sell Out

Miami to Key West Day Trip with Glass Bottom Boat Cruise

 6 Hours in Key West  Hotel pickup offered  Free Cancellation  Instant Confirmation
$131
$119