Miami to Key West Day Trip with Trolley Tour
Experience 125 miles of amazing scenery on a tour down the Overseas Highway then spend an exciting afternoon riding a fun open-air trolley car around Key West.
- Arrange free pickup from most Miami Beach & Downtown Miami hotels
- Enjoy sightseeing on the incredible Overseas Highway
- Listen to a narrated tour of the Florida Keys
- Spend the afternoon in exciting tropical Key West
- Explore Key West aboard a fun open-air touring trolley
Don’t miss the Miami to Key West Day Trip with Trolley Tour – one of the best Cool Key West Key West day trips. This great Key West tour includes a scenic drive down the full length of the Florida Keys on the Overseas Highway and an afternoon in Key West with a trolley tour that makes exploring the island fun and easy. You can ride the open-air trolley around the island to over 100 points of interest in one non-stop tour or take advantage of hop-on, hop-off privileges at 13 designated trolley stops – perfect for enjoying the shopping, dining, history, and highlights of tropical Key West.
Get an early start from Miami aboard a luxury touring coach, with free shuttle service to the departure point from most hotels in Miami Beach and Downtown Miami. Ride down the world-famous Overseas Highway to see the sights of the Florida Keys in air-conditioned comfort with a professional driver at the wheel. Then tour the island in style from a breezy tropical trolley car and play the afternoon away in America’s Caribbean Paradise with no worries at all about driving, parking, or the evening return trip to Miami.
Check in for your tour around 7:15am then board the modern touring coach and settle in to a comfortable reclining seat. The coach departs Miami at 7:45am and runs down U.S. Highway 1 from the south Miami suburbs, across the Southern Everglades, and all the way down the Overseas Highway. This tour is an immersion in spectacular scenery for the entire 125 miles from Florida City on the tip of the Florida Peninsula to Key West, the last inhabited island in the Florida Keys.
Elevated seats and large panoramic windows on the coach are designed to help you enjoy the emerald ocean vistas, sandy coves, island resort towns, busy marinas, beautiful waterfront homes, and many other interesting sights the Keys have to offer. The Overseas Highway traverses 31 islands, and while you travel, a narrated guide presented in high-fidelity audio brings the natural and human history of the Florida Keys to life.
The coach crosses more than 40 bridges that span stretches of blue water between islands large and small. From Knights Key, on the southern tip of Marathon Key about 120 miles into the journey from Miami, the world-famous Seven Mile Bridge lifts the roadway above blue water. The Gulf of Mexico on one side and the Florida Straits on the other stretch to the horizon. This miracle of bridge engineering skill was one of the longest bridges in the world when it was finished in 1982. Speeding along the Seven Mile Bridge offers ocean vistas so dramatic that the bridge has been the setting for chase scenes in action movies like True Lies and two of the "Fast & Furious" films.
After a 6.79-mile-long crossing that will give you the thrilling sensation of flying low over the sparkling waves, the southwest end of the Seven Mile Bridge reconnects with land on tiny Little Duck Key. The beautiful State Park at Bahia Honda Key comes up in minutes. It’s the gateway to the Lower Keys and an entirely different world. Small villages, sportfishing marinas, winding channels, shallow, white sand-bottomed bays, and miles of undeveloped tropical bushland takes you into the exotic Caribbean even though Miami lies only a few hours north by road. It’s truly a marine wonderland, and from here, it is a short ride to Key West, America’s only Caribbean island paradise.
The coach arrives in historic Old Town Key West almost exactly at noon. You can explore the shops and restaurants in the waterfront district, walk a few blocks and grab lunch and a beverage on Duval Street, or go to the nearby trolley stop and take off on an island trolly tour. Antique-style trolley cars are lots of fun for photos, modern amenities make for comfortable touring, and open-air sides bring on the tropical feel while giving you unobstructed views all around. Hop on and off privileges mean you are free to linger at attractions like Duval Street, the Southernmost Point, Mallory Square, the Ernest Hemingway House and much more, then simply catch the next trolley coming by.
The Miami to Key West Day Trip with Trolley Tour is an easy way to arrange a side trip out of Miami and an excellent way to explore Key West. Booking is fast and easy with the Cool Key West secure online reservation system, and you get vouchers and all the necessary details delivered right to your smart phone or tablet. Plan ahead and book your Key West tour now because these popular Miami to Key West day trips fill up very quickly.
- Reservations are REQUIRED for all bookings
- Book Your Package On-Line and Receive Your Confirmation
- Departure point: Detailed check-in instructions - including address, Google map, and parking information - will be included in your final confirmation email.
- Duration: 6 Hours in Key West
- Check-in time: Must be there by 7:15 am to check-in, boarding time will be at 7:40 am.
- Round trip transportation from Miami
- 6 hours in Key West
- A narrated tour of the Florida Keys
- An exciting 90+ minute fully narrated tour of Key West covering over 100 points of interest.
What To Bring
- Confirmation Voucher (printed or mobile)
- Any required or suggested items listed on your confirmation email.
- A Smile!
Hotel pick-up is offered for this tour. Note: if you are booking within 24 hours of the tour/activity departure time, we cannot guarantee hotel pick-up. Once your purchase is complete, we will send you complete contact information (phone number, email address, etc.) for our local operator to organize pick-up arrangements.
Likely To Sell Out
Spaces are extremely limited this time of year so book early to ensure the date you want.
Voucher Confirmation Info
This tour accepts both printed and electronic vouchers (e-vouchers). You can either print the voucher and present a paper copy on the day of travel. Or, if you travel with a mobile device, simply show your Photo ID and present your voucher on your Smartphone or tablet on the day of travel.
Local Operator Information
Complete operator information, including local telephone number, will be included on your Confirmation Voucher.
You can cancel up to 24 hours in advance of the experience for a full refund.
- For a full refund, you must cancel at least 24 hours before the experience’s start time.
- If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the experience’s start time will not be accepted.
- Cut-off times are based on the experience’s local time.
- This activity requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Frequently Asked QuestionsFAQ
The answers provided below are based on answers previously given to customers' questions.
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. Cool Key West offers complimentary drop-off service to all hotels in Miami Beach and Downtown Miami.
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.
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 Cool 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!
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.
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 Cool Key West.
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.
What happens if only my activity in Key West is cancelled?
On occasion, the activities in Key West will be canceled for bad weather. In those cases, you will be given a refund for the canceled part of your trip. Those refunds are as follows:
- If Glass Bottom Boat Cruise is canceled due to weather you will be issued a $29 refund.
- If Snorkeling Trip is canceled due to weather you will be issued a $29 refund.
- If Parasailing is canceled due to weather you will be issued a $39 refund.
- If Trolley is canceled due to weather you will be issued a $25 refund.
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.
How much free time do we have in Key West?
You’ll have approximately 6 hours to explore Key West at your leisure.
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 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.
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 convince store and a grocery store in the same vicinity.
Can I bring luggage on the bus?
Yes, you may bring one piece of luggage and one carry on bag, per person.
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.
Average 4.70 out of 5 stars based on 1854 verified reviews from Cool Key West and TripAdvisor
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