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.
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
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!
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.
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 tour 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.
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 convince 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, 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 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.
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 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!
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.
Average 4.71 out of 5 stars based on 1642 verified reviews from Inside Key West and TripAdvisor
Petribe_R, May 2023 Verified
This was our first time going to Key West & it was a great time. We choose the package with snorkeling activity. The reef was very pretty and the amount of time out in the reef was great to explore the reef, get a tan and spend quality time with the girls. The margaritas that was provided on the boat were so good and they staff there made sure that no one had their cups empty the entire time. Very pleased with the entire trip. Would definitely recommend. It was a holiday weekend and there was a game playing that night so time management was at the forefront of everything.
Xiuwen_L, May 2023 Verified
It was our first time parasailing, great experience. I had Scotty and Maddie. Wonderful people! Would definitely go back
Ross_C, May 2023 Verified
It’s a long day but couldn’t recommend it highly enough - Tour guide was excellent and very informative, stopped for breakfast on the way and then got 6 hours in Key West before journey home. Great city!
Isela M, May 2023 Verified
Tour guides were very nice and informative I was picked up on time. Loved it. Definitely recommend for solo trip or family
yangxihua, May 2023 Verified
Totally enjoyed this tour. Lewis is a very good guide, every thing was well organised and very clear.
A550BUconnors, May 2023 Verified
Pick up was prompt, within ten minutes of the allocated time and right outside our hotel. The guide was very informative, telling us about the history of the Keys. The bus was comfy and had power outlets too, and there’s a stop for breakfast along the way in case you wish to buy some. We just had transport to Key West and had six whole hours to spend on arrival, which was more than enough time. Very central drop off location in Key West and easy to find to come back. We were dropped off at our South Beach hotel between 9-10 pm so it really is a full day out.
Rongen_Z, May 2023 Verified
Good communication. The guide David thoughtfully put us on another bus coming back since the lower level was too hot. Would recommend to others
Angela_F, May 2023 Verified
My most memorable was the trolley ride through the city and stop in to see all the different stores, ice cream parlor. Nice restaurants in the city and all the history behind Key West and some of it was tied in with my hometown Macon, Georgia.
Marina_T, May 2023 Verified
We loved our guide very informative and made sure everyone got to where they needed to be , the snorkelling was beautiful ! And Key West has such a vibe !!
priship2023, May 2023 Verified
The entire day trip to Key West was filled with amazing people and staff. Everything was on time and the staff on the bus (Lili) was incredibly sweet and helpful. Her instructions were super clear plus the staff on the boat when we went snorkeling was just super helpful and professional beyond my expectations. I personally panicked when I went inside the water and the life guard (not sure about the name) saw me struggle and he promptly reached towards me and offered to help. Even though I was very nervous, he went out of his way to calm me down and offered to help. Highly recommend booking this trip because for the price it is so much worth it. Hope this helps.
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June 6, 2023
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