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.

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.

Amy was AMAZING, I am a Key West Local and have done a lot…read moretours here. I won this Island Ghost Tour at an Auction and really wasn't sure what to expect. We (a group of local friends) decided to go and had the best time. Amy's knowledge of the Island is above anyone I have met and her personality keeps you engaged, smiling, and want to know more. I highly recommend this tour.

Just do it. One of the best tale tellers I've ever seen! Talk about Entertainment and knowledge!…read moreShe's the best!

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

Great tour guide Ted! We completed tour yesterday and loved it. Great time and learned a lot…read more Highly recommend to do.

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

Heard this was a must stop in key west so had to come by…read more We didn't do the tour which I regret. I think the tour would have brought the whole thing together better. It was super crowded when we went which made it a bit hard to take everything in but loved the cute cats!

HIGHLIGHT OF OUR TRIP! We have a 2 and 6 y/o and they cannot stop talking about it. The captain…read morestarted by asking what our goals were for the outing. We wanted to 1) see dolphins, 2) snorkel, 3) spend time at a remote sandbar, 4) anything else he recommended. We were able to accomplish all 4, and then some! We had a pod of dolphins swimming around and under our boat, which was amazing. We found a very shallow sandbar and decided to snorkel there, with our kids being young. We saw fish and found a large conch shell that our 6 y/o still talks about days later. We saw the remnants of a lighthouse in the middle of nowhere. And then ended the day watching the sun go down. Just breathtaking. Cannot recommend it enough. There were also a variety of sodas, waters, and snacks available which came in handy with little ones. A nice touch that we were glad to take advantage of while in the middle of the ocean. In summary... yes, it costs more to charter a boat, but the intimate atmosphere with just your family and friends around make it absolutely priceless. I'd pay triple the price to make these memories with my family, and not have 25 strangers in the background of each picture. Splurge once and you will know EXACTLY what I'm talking about.

Did the three hour dolphin and snorkel ride for $99/person. Originally was supposed to go earlier…read morebut they called me the day before and said the weather would be bad and asked if we could postpone it and I am glad we did because the weather was much sunnier and less windy the next day. James did a great job as our captain. It's nice you can bring your own beverages and they have some snacks on board. We drove around key west stopping at a few points, then rode out to an area to snorkel for a bit where we saw tons of sponges and some little fish, and then head back toward Key West, into the marina, and then back to where we started. Honestly, we didn't see any dolphin until we were on our way back in from snorkeling, and it honestly felt like it was just pure luck that we saw one but thank goodness we did since it was the highlight of the safari. The boat was pretty nice and comfortable. There were 6 total people including Captain James. The front is definitely the best place to see things from, so try to get a seat there if you can, even though it's not under the shaded cover part. It's like $112.36 per person after tax/fees plus there's a big sign on the boat guilt tripping you into tipping at least 20%. It's fine because James did a great job and deserved the 20% tip (although if we didn't bump into that dolphin on the way in, I would've felt a bit ripped off for the price), but basically expect to be out over $130 per person for a three hour boat ride. This can get pretty expensive, especially if you have a family, and I would've felt ripped off if we didn't see a dolphin but luckily we did so it was a cool experience that I definitely recommend when the weather is nice, winds are calm. Their website had higher prices in the description than the $99 that was actually charged so I hope they don't raise their prices because that would get kind of expensive. Especially when I was just in Miami and could rent a 13 person yacht for four hours $1300 so $100/person plus tax and tip is about the most I would be willing to pay for this experience, especially since seeing dolphins isn't guaranteed so you are basically just paying for a 3 hour boat ride.

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 decided to do a ghost tour on the last night of our trip and it was the highlight of our trip!!…read moreWe have been on a lot of ghost tours including several in Key west and this by far was the absolute best! Our guide, John, was extremely knowledgeable about the history of Key West and even surprised us with some of his accurate stories that we did not know! I cannot recommend this tour enough and we will definitely be back the next time we are in town. Thanks so much John, we really had a great time!

From the owner: Join Southernmost Ghosts on a walking ghost tour of Key West's historic Old Town! Our ghost tour…read moretakes guests through the shadowed past of the city of Key West. Led by professional guides and storytellers, our nightly tours feature 9 - 13 of Key West's most haunted locations. Despite the island's famous warmth, guests might feel a chill as they stand before both real horror and genuine history.

We had a wonderful day with Troy! He took us on a leisurely, informative, personalized tour of the…read morearea between Key West and Marathon. We learned a lot and had a great time with lots of laughter. Troy is personable and informative - a perfect guide!

Highly recommend Troy and Up the Keys! Our family enjoyed an incredible private tour from Marathon…read moreto Key West, and it was truly one of the highlights of our time in the Keys. Troy is incredibly knowledgeable and brought the history of the islands to life with fascinating stories, fun facts, and great local insight. The stops along the way were thoughtful, interesting, and perfectly paced--places we never would have discovered on our own. The mix of history, culture, and humor made the day both educational and a lot of fun. If you're looking for a personalized, engaging way to experience the Keys beyond the typical tourist spots, this is it. An amazing experience from start to finish. Many thanks, Troy!