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    Hidden Key West Tours

    5.0 (3 reviews)
    Open Open 24 hours

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    Old Town Trolley Tours Key West

    Old Town Trolley Tours Key West

    3.7
    (186 reviews)
    2.8 km
    Takes reservations
    Private events

    So I normally write long and detailed reviews, but this one will just be a quick one so I can…read morereview my recent 2026 vacation while the memories are still fresh! I bought my ticket for the Old Town Trolley Tours Key West as part of the Norwegian cruise line excursions list and therefore, paid more than I would have normally for something like this. I have been to Key West a few times before and had seen many of the important sites on the island on my own but my friends were doing this trolley tour so I did as well. And I still learned a lot! Manny, our tour guide, was born and raised on Key West and therefore, had a great perspective on everything. I think he is the reason why I recommend this tour. Like many others have said, the trolley itself isn't too comfortable but it is sturdy, and you can get on and off as much as you want. As we were on a moving vehicle, I didn't get the best pictures so you probably won't either. Look up the trolley schedule and plan your get on/get off stops well. And try to get a local tour guide if you can!

    This is a very convenient way to get around Key West and the trolley is "hop on, hop off" style so…read moreyou can jump off at any stop and hop back on when another one comes by. It's also narrated, which provides interesting information about the town, major attractions on the route and historical background. The trolley is open, so there is no air conditioning. I did not mind that, however the road noise can get very loud at times and it made it hard to hear the narration. Our first guide did some kind of adjustments which helped, but if you have any hearing impairment, sit in the front. It's also around $50 a person which is pretty steep, in my opinion. You can ride it as much as you want during operating hours that day so maybe if you went around a couple times that would equal the price. Overall, it was fun and worth doing once.

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    Old Town Trolley Tours Key West
    Old Town Trolley Tours Key West
    Old Town Trolley Tours Key West

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    Ghost Key West

    Ghost Key West

    4.6
    (7 reviews)
    2.5 km

    During the Sloan's Key West Ghost Hunt in the city, we learned about Robert the Doll who was…read morebrought to the island as a gift to some kid and that kid basically was mesmerized by said doll. Who knew dolls could be so big? Anywho, it was interesting enough for us to visit said doll and sign up for the 2nd tour bearing the Sloan name. This one was conducted at East Martello Museum, an old Civil War fort which surprisingly dates back to the 1860's. Our tour was conducted by local author David Sloan. He literally wrote the book on Robert the Doll, which you can buy on this tour and around the city. He also wrote other Key West ghostly tales like Haunted Key West, Ghosts of Key West and The Key West Key Lime Pie Cookbook ("limes have to die for this delicious pie" may or may not be words used in that book). David is a masterfully engaging storyteller who explains the history of Robert as well as the ol' Civil War Fort known now as the East Martello Museum, which sits at the entrance to the Key West Airport. Equipped with one Dowsing Rod and an EMF Reader that lights up when spirit energy is nearby, we wandered around the fort, into dark hallways, trying to bring out some spirits. People occasionally got hits (red and orange) but mine stayed green so spirits must be avoiding me like the gals did in high-school. The tour ends with everyone sitting around a glass case containing Robert the Doll. He's the main attraction. Great storytelling by David as some sounds are heard on the thingy that plays sounds (I forget the name). There were tales of people taking pictures of the doll or disrespecting the doll having horrible things happen to them. It was believable enough for us NOT to take pictures or whip it out and taunt the doll. I did take a picture of the poster of Robert the Doll though. The only thing bad that happened was my Windows PC rebooted on me without asking! Ugh! There's an extra add-on to stay afterwards to explore the fort on your own. We did not participate, but a few on our tour did. I haven't heard from them since! Should you go? Yes! It was interesting and informative and captivating. You can tell David has a passion for telling this tale and the stories of the fort and all things spooky. He's as Key West as a chicken crossing the road.

    The guy that did our tour was amazing! So much fun, looking forward to going back again! Enjoyed…read morehearing all about Robert the Doll and seeing him!

    Photos
    Cool art during the tour
    Cool art during the tour
    Ghost Key West
    Ghost Key West

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    Yankee Freedom Dry Tortugas Ferry

    Yankee Freedom Dry Tortugas Ferry

    4.4
    (439 reviews)
    2.1 km
    Takes reservations
    Private events

    I am a huge US National Parks fan and am trying to visit all of the US National Parks and Monuments…read moreduring my lifetime. Every time we visit Florida, I like to add another Park or Monument to my list. This time was Dry Tortugas National Park, a very unique park in that you have to book a ferry trip or board a sea plane in order to visit the park. We selected the less expensive option, the ferry, which is operated by Yankee Freedom. They offer a one day trip to Dry Tortugas for $250.00, which includes a breakfast, lunch, a guided tour of the fort, and the ferry ride to and from the island, which is 75 miles from Key West, in the Gulf of Mexico. The trip runs from 7 am - 5:30 pm. They also offer 10 spots per day for people who want to camp at Dry Tortugas. We were told that those camping spots fill up very fast. The parking for the day is in a nearby parking garage. It's pricey, so if you can get a ride there and back, that would be a less expensive option. The waiting area for the ferry is at the Yankee Freedom office. You have to show your ID in order to check in. They gave us each a number, which correlates to your number in the boarding process. The earlier you get there, the better. We were there a little after 7 am, and the waiting area was already packed. Channing, the guide, went over the boarding process and the day's itinerary. There were waivers to fill out for those borrowing snorkeling equipment. We boarded the boat and were able to find a couple of seats inside the boat. Immediately upon boarding, they had bagels and cream cheese available. Shortly after the ferry left, they opened the coffee/tea line, where you could also get a yogurt, fruit cocktail package, cereal, or oatmeal. We decided to opt into the guided tour of the fort. Channing was the tour guide. She was very excited to share the history of the fort with us and was extremely knowledgeable. I highly recommend the one hour tour of the fort. We learned so much from Channing! After the tour, we went back to the boat to eat lunch. They had Jersey Mike's sandwiches, chips, cookies, carrot and celery sticks, and beverages available. We ate on the boat and then spent the rest of the allotted time exploring the fort on our own. On the way back to Key West, they had a raffle, where you could buy raffle tickets to win merchandise, as well as a comment card raffle, where you could win another trip to Dry Tortugas by filling out the comment card. I won the comment card raffle! We have a year to use the coupon, and we will definitely be back! I'd like to do some snorkeling next time. We were so lucky to have calm seas during our trip. Be sure to bring Dramamine! We took some, just in case.

    This ferry takes you to Dry Tortugas National Park, which is the most cost effective way to get to…read morethe remote National Park. It's over two hours one way, but you will be comfortable! There is indoor and outdoor seating. The indoor seating is air conditioned and there are several restrooms too. You get breakfast (cereal, bagel, coffee juice) and lunch (chips, Jersey Mikes subs, pop) and there are paid food options too. They will accommodate dietary and allergy needs - you just have to let them know.

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    Yankee Freedom Dry Tortugas Ferry
    Yankee Freedom Dry Tortugas Ferry
    Yankee Freedom Dry Tortugas Ferry

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    Hidden Key West Tours - walkingtours - Updated July 2026

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