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!

We had tickets for the 07.18.26 trolleys. For $50 per person, it was definitely not worth it for…read moreus. It might be a solid tour of Key West, but we were wanting to get the tour while using the hop on and off part of it. We waited approx 15 minutes for a trolley at stop 11. There were 2 trolleys. I wondered why they weren't spaced out apart. But ok. We took it to stop 1 and did some touring and shopping. When we were ready to go, there are several trolleys at the stop, but no drivers. We waited a good 20 minutes before we left. They explained that they're only doing trolleys every 30 minutes now that the cruise ship had left port instead of 15 minutes. With how many trolleys we're going, why wasn't there a trolley leaving every 5 or 10 minutes? So then we got off at stop 5 to see what we wanted to see. By the time we were done, there were no more trolleys. UPDATING THIS REVIEW TO 3 stars. Because of the comment from the business, I did request a refund and I did receive it today. Thank you. ** Updated review to 3 stars. Per the business comment, I did put in for a refund. I did receive it today. I appreciate that. Thank you. ** I was very dissatisfied. Fix the timing. I have used 1 other system like this in Boston and it worked great! Trolleys coming and going all the time. I will not use this again in Key West or anywhere else this company is operating. Again, probably great if you're just going to do the tour. If you're going to use the hop on and off, start right when they start operating. I'm giving 2 stars because the tour people e has seemed to be knowledgeable.

What an AWESOME DAY!!! This was by far one of the best day's…read moreand experiences we've had in our favorite town, Key West!! From the ease of the booking and contact with Captain Morgan as to where to catch the boat to a beautiful day full of sites, fun and laughter. We (the four of us) have been in Key West on many trips and decided with the great weather doing an all day Tiki Boat/Sand Bar trip would be so much fun and it did not disappoint. The highlight of the trip was our Captain. Truly a great guy, friendly, welcoming, great sense of humor and very professional. Of course we gave him a hard time about being "Captain Morgan", which by the way he gets it a lot! We had the best time talking with him and as we all got to know each other we had blast giving each other fun stories and joking around. Morgan told us so much about the waters around the Keys. Took us to several very pretty spots in which we saw more wild life that day then he said he's seen in a while. We saw nurse shark, several dolphin pods and one with a little baby! Sting ray and some barracuda The waters are a beautiful blue like you seen no where else. Captain Morgan took us to see the beautiful mangroves, so many lizards in the trees it was crazy... and just gorgeous. We pulled up on a little beach to check out the views and hang in the water. We brought some drinks, sandwiches and snacks... Such a fun experience to relax on this boat. The tiki theme is so fun, clean boat and great music. Defiantly gives you the island vibe. Highly recommend asking for Captain Morgan, book this company and have a blast. We plan to do this again on our next visit. Great day - Thanks Morgan for making is so!

Okay.....how can you NOT have an awesome time on a "Tiki" boat with a captain whose name is…read more"Morgan?" I kid you not....CAPTAIN MORGAN! He's only been with the company for 4 months---but had all kinds of fun filed facts about Key West. The sun was behind clouds...and it POURED on our way back in....BUT none of that mattered as we had a great captain, fun music, libations :) and friends/family. I would recommend doing this fun, floating tiki party!!!! And try to get Capt Morgan....I am sure everyone would be great....but he's REALLY awesome. Thanks for helping us make forever memories!

Very good tour and guide saw key west behind rival Street. Bikes were well maintained and ran…read morenicely

Salty was a fantastic tour guide! He led us throughout Key West on non busy roads, which made for…read morea very relaxing bike tour. He was extremely knowledgeable about the beautiful locations around Key West where we stopped. Highly recommend this tour w Salty!

It's definitely a must visit when you're in Key West. Luscious greeneries all over the property…read more Keep an eye on the six-toe cats all around. Some of them occupy the cat house that looks like the Hemingway house itself. Very cute. The gift shop is at the back. You can find some cats there too. Very friendly and helpful staff

If you're visiting Key West, the Hemingway House is practically a required stop, but your mileage…read moremay vary depending on what brings you here. We went during the off-season, so we didn't have to wait long for our tour to start or stand in any real line to get in. By the time we were leaving, though, we noticed a small line starting to form. Personally, I wouldn't wait more than five minutes to get inside unless you're a die-hard Hemingway scholar. The tour itself is totally fine, you get to walk through his small, modest home (which thankfully has air conditioning) and check out some historical memorabilia from his life and writing career. It's neat, but straightforward. Honestly, it seems like most people visiting are just cat people, and fair enough, the grounds are littered with six-toed cats, and they are indisputably the real star attraction of the property. On a side note: after our visit, Ernest Hemingway actually appeared to me in a dream. He made a direct request, asking if I could bring him some Krispy Kreme doughnuts because he is utterly exhausted from people bringing him Dunkin' Donuts. I told Papa I'd do what I could, but if there's a long line at the drive-thru, he's out of luck, I'm strictly not waiting in lines on this vacation.

great crew, food and total experience! Great snorkeling and educational tour of the fortread more

We recently took the Yankee Freedom Ferry to Dry Tortugas (8/3/26) and I absolutely loved this…read moreexperience, will 100% be coming back! My sister is on a mission to visit all of the U.S. National Parks, so Dry Tortugas was originally more of a bucket-list stop for her than for me. I honestly didn't expect to love it nearly as much as I did, but it ended up being one of my favorite parts of our trip. By the time we left, I was already thinking about coming back to camp and spend even more time snorkeling! The Yankee Freedom crew made the entire day incredibly easy and enjoyable. From the beginning, they went into so much detail about what to expect. I really appreciated how organized everything was, especially since it's basically an entire day excursion. Breakfast was available on the way out, lunch was provided shortly after we arrived, and snorkeling equipment was included. The bar opening on the ride back to Key West was also a fun way to end the day! After checking out the fort, we had time to explore and snorkel, which was easily one of my favorite parts of the day. The water and scenery were absolutely beautiful. What really stood out to me, though, was the crew. Everyone was so friendly, attentive, and genuinely fun to talk to, especially Matt. We appreciated his recommendations for bars to check out on Duval Street. We actually went to some of the places he recommended later, and they completely lived up to the hype, I had such a great time! He also saved my feet when I apparently decided shoes were optional on a scorching hot wooden dock and started splashing water on my feet for me . It was such a small gesture, but it really summed up how attentive and personable the crew was. I also really appreciated our tour guide, Ali, for answering all my questions. She was so sweet! Thom kept us entertained at the bar on the way home while making my first Rum Runner. Everyone brought something different to the experience, and those little interactions with the crew are honestly a big part of why the day was so memorable. It made the experience feel much more personal than I expected from such a busy excursion. My only "complaint" is that I wish I could have stayed longer! I felt like I could have spent hours more snorkeling and exploring. I went into this trip because visiting the national parks is something my sister loves, and somehow I left already planning my own return trip. Next time, I'd love to camp overnight so I can really take my time exploring and get even more snorkeling in. Between Dry Tortugas itself and the Yankee Freedom crew, this was easily one of the highlights of our Key West trip. If you're debating whether it's worth dedicating an entire day to it, do it. I can't wait to come back!

5 stars Way Better Than Just Another Bar Crawl! Listen, when…read moremy buddies started yapping about this Key West Ghost & Mysteries Tour, I was like, "Yeah, right ghosts in paradise? Pass the piña colada." I was already half-toasted from Duval Street happy hour, sweating in the humidity, thinking it'd be some cheesy, overpriced gimmick. But man, did it sneak up on me like a whisper in the dark. For what felt like pocket change (didn't even pay friends hooked it up), we wandered the shadowy backstreets of Old Town for 90 minutes, hearing wild true tales of haunted spots: the old firehouse with its dozen restless spirits (including a firefighter named Frank who still haunts the engine room), whispers from shipwrecked sailors on the breeze, and that creepy vibe from places tied to Key West's pirate past and yellow fever epidemics. The guide was a total pro mixing legit history with just enough eerie chills to make your skin prickle without going full horror movie. It's not scary-scary if you're buzzed and laughing with the group; it's more like deliciously mischievous storytelling that makes you glance over your shoulder at every creaky old conch house. What really sold it? Breaking from the usual beach-drink-repeat routine. Sure, Key West is all sun, sand, and rum, but slipping into the island's darker secrets cursed dolls like the infamous Robert, ghostly lights over the water from wrecked ships, and spots where the dead supposedly still linger felt refreshingly different and surprisingly fun. Highly recommend if you love a good story (and maybe a little liquid courage). The guide makes or breaks it, and ours was gold knowledgeable, funny, and just spooky enough to keep things lively. Bonus silly skit (because why not?): Me (whispering dramatically to my friends post-tour): "Guys... did you hear that? Footsteps behind us!" Friend 1: "Dude, that's just your flip-flops echoing." Me: "No, wait shh! It's Frank the firefighter... he wants his hose back!" Friend 2 (laughing): "Or maybe it's Robert the Doll, pissed we didn't say 'please' three times." All of us: "Run!" (We didn't run. We just hit the nearest bar for one more round. Ghosts approved.) Totally worth it. 5/5 even sober, I'd do it again.

If you're going to do a ghost tour--for the love of God, do it in Key West. Forget the cheesy ghost…read morewalks in cities that have to invent half their legends. This is Key West, where the humidity alone feels haunted, and half the locals already look like they've made peace with the afterlife. The Key West Ghosts & Mysteries Tour is the best of the bunch. You're not just shuffling along behind someone in a cape muttering about "orbs"--this is real-deal weird history. The streets themselves creak with old shipwreck stories, curses, and that doll (yes, that doll, Robert the Doll) who stares into your soul like he's still holding grudges from the 1900s. By the end of it, you're not sure if you're spooked by the stories or by the fact that people actually survived Key West before air conditioning. Pro tip: do it in the winter. In July, you'll be sweating so hard you'll mistake heat stroke for paranormal activity. In December, the air's crisp, the island's alive, and a walk through Old Town's lantern-lit streets feels like slipping between worlds. It's equal parts creepy, funny, and fascinating--a Key West cocktail mixed with history, ghosts, and just enough rum-soaked madness to keep you guessing.

We took this tour and had a wonderful time. We were guided to five restaurants and tried delicious…read morefood and drinks. The Cuban sandwich and key lime pie were to die for. We went to a cuban cigar making shop and some other shops we wouldn't have found on our own. Angie was an amazing tour guide. She was very knowledgeable about Key West. She kept us together, she kept us on the shady side of the street & followed traffic rules to keep us safe. I highly recommend this tour and suggest you ask for Angie.

We took the Southernmost Food & Cultural Walking Tour which started downtown …read more Kieran was great, a local who clearly loves his hometown. The tour was a lot of fun. Great pace and interesting details. An easy walk for our 60s to 70s group. The food was amazing. I loved El Siboney the best ( Cuban food) Five tastings in five different spots. The tuna and conch were very tasty and fresh. Topped with an espresso and key lime pie at the end. Worth every penny . A good first day visit to get your bearings.

Glass Bottom Boat Sunset Trip. We are locals & took our visiting son & family on the trip. The…read morecaptain was on point & definitely new what she was doing in timing the sunset view, etc. Crew was knowledgeable and attentive. Wish they could offer more to see at the reef -- kind of a let down. Few fish, not much other sea life, and lots of seaweed. Also, we wished they would offer more drinks (beer/wine) & other food choices. Overall, it was an ok trip!

This review is for the Sunset Sail on Fury's Commotion On The Ocean…read more We absolutely loved our sunset sail. All of the crew were super friendly, happy and amazing hosts. The served drinks promptly and expeditiously upon boarding the sailboat. The band was lively and sounded great. We stayed on the top level of the boat and the crew walked around and refilled drinks which was so nice. We didn't have to walked down to the bar and could just enjoy the weather, the sailing and the view! Kudos to Captain Willie and his entire crew for being such a delightful group. They deserved all the tips!