The Cool Destinations 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 Cool Destinations 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.

• 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.

The answers provided below are based on answers previously given to travelers by the Cool Destinations customer support team.

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.