Miami to Key West Day Trip with Trolley Tour

2,744 Reviews4.60 out of 5 stars Based on 2,744 traveler reviews collected by Inside Key West and TripAdvisor |
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Miami

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6 Hours in Key West
Hotel pickup offered
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Overview

Our best Key West day trip features a scenic Overseas Highway tour and 6 hours in unique Key West plus fun hop-on hop-off trolley rides all around Key West.

Highlights

  • Arrange free pickup and drop off at most Miami hotels
  • Enjoy sightseeing on the incredible Overseas Highway
  • Listen to a narrated tour of the Florida Keys
  • Spend the afternoon on the tropical island of Key West
  • Explore Key West aboard a hop-on, hop-off touring trolley

Description

The Inside Key West Miami to Key West Day Trip with Trolley Tour is one of the best Key West day trips because it includes a scenic drive down the full length of the Florida Keys on the Overseas Highway, an afternoon in Key West, and a trolley tour that adds to the fun of exploring the island. The open-air island trolley offers hop-on, hop-off convenience to make it easy to enjoy the shopping, dining, history, and highlights of tropical Key West.

Board a luxury touring coach with free transfer to the departure point right from your hotel door, then see the sights of the Florida Keys in air-conditioned comfort with a professional driver at the wheel. You can tour Key West in style aboard the Key West Trolley and play the afternoon away in America’s Caribbean Paradise with no worries about driving, parking, or the evening return trip to Miami.

From the south Miami suburbs across the Southern Everglades on U.S. Highway 1 all the way down the Overseas Highway through the tropical settings of the Lower Keys, you will be surrounded by spectacular scenery. Settle in to your soft, comfortable seat on the modern touring coach and enjoy panoramas that include emerald ocean vistas, sandy coves, and beautiful waterfront homes. Full-length viewing windows are perfect for grabbing a few photos, and a narrated guide program presented in high-fidelity audio brings the natural and human history of the Florida Keys to life.

The coach crosses more than 40 bridges as the road spans stretches of blue water between inhabited and uninhabited islands large and small. From Knights Key, just off the southern tip of Marathon Key, the world-famous Seven Mile Bridge soars over the crystal water with the Florida Straits on one side and the Gulf of Mexico on the other. The views from this engineering miracle are so dramatic that the bridge has been used for chase scenes in action movies like True Lies and several of the Fast & Furious films. It feels like the coach is flying low over the waves until the road touches land 6.79 miles later on uninhabited Little Duck Key.

Continuing into the Lower Keys, mangrove forests, tropical scrub, small island villages, and sportfishing marinas recall the days when the watery wonderland of the Florida Keys was mainly wilderness inhabited by hardy mariners and pioneering sport fisherman. A short time later, the tour arrives in Old Town Key West. It's right around noon, perfect for lunch in one of the city’s unique restaurants and a full afternoon of riding the fun and funky Key West Trolley around the island.

The trolley cars combine classic styling with modern amenities to deliver a smooth, comfortable ride, lots of fresh air, and wide-open views from every seat. Hop off at any stop to explore the city's highlights and hideaways. Hop back on to continue touring on your own timeline. The trolley offers easy access to Duval Street, Mallory Square, the Southernmost Point, the Ernest Hemingway House and other top Key West attractions plus museums, galleries, shopping, and dining. With 13 conveniently-located stops, riding the Key West Trolley lets you make the most of your Key West visit.

Experience the Overseas Highway, one of America’s classic road trips, and enjoy the unique attractions of tropical Key West on a Inside Key West Miami to Key West Day Trip with Trolley Tour. These popular Key West day trips fill up quickly, so use our secure online booking system to reserve your seats now!

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What's Included

  • Round trip transportation from Miami
  • 6 hours in Key West
  • A narrated tour of the Florida Keys
  • Gratuities
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Meeting and Pickup

Pickup point
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Meeting point

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

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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.

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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!

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Breakfast stop

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

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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

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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.

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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.

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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.

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4 hours (approx.) • Hotel shuttle included

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Infants must sit on laps
  • Suitable for travelers of all fitness levels
  • Transportation has a toilet
  • Not wheelchair accessible
  • 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 Inside Key West customer support team.

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.

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.

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. Inside Key West offers complimentary drop-off service to all hotels in Miami Beach and Downtown Miami.

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 Inside Key West.

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 Inside Key West. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

Cancellation Policy

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

Still have questions?

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Live Chat, Text, Call, or Email our friendly customer support with your questions.

Activity code: C-266288

Reviews

4.60
2,744 reviews

Average 4.60 out of 5 stars based on 2,744 traveler reviews collected by Inside Key West and partner sites such as Cool Destinations and TripAdvisor

5 stars
1,894
4 stars
614
3 stars
236
2 stars
0
1 star
0

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