On this tour, you will see the beautiful crystal clear waters around Key West from a dinghy, a small motor boat that seats up to 5. An experienced licensed boat captain who knows the waters will lead your tour. Dinghies can go through narrow tunnels in the mangrove trees that bigger boats cannot get through. Be ready to duck under branches. We will stop at waterfront bars. 2 or 3 stops depending on your preferences. If your group is larger, we will arrange additional boats. You can get in the water to swim or wade at any time. You will see lots of fish and sea creatures. Most of our guests bring beer, water or other beverages along for the tour. We have coolers to keep them chilled.
Posted By : Sshaft79
Our best day in KW! Captain Chester is so entertaining and knowledgeable. Hang out in the mangroves. Swim. Go to bars. Maybe stop for lunch. It’s great.
Just do it!
Rating :
Posted On : 2024-05-11 12:14:44 
Posted By : Tracey B
Was fun , loved the mangrove tunnels. very casual and relaxing way to see local area and some cute waterfront bars and restaurants. Would be fun for groups of couples or groups of friends .
Rating :
Posted On : 2023-12-30 09:13:13
Posted By : Richie_P
Well...I can't make this s%?+ up! It was fun....but......be prepared. First of all there is no location given until the morning of.....you get a text to call in the morning. Also the app has no approximate location so don't assume it's anywhere near main stuff in Key West...it was a pick up point in middle of a neighborhood. Then.....there were two small dighys.....one had lots of water in it. Then the adventure begins....the boats are teathered together and then you have to have one boat tow the other through mangroves and canal for about 40 mins into more waterway opening. You also have to duck down significantly to get under bridges....on the way back we barely got under the main bridge and the motor even scrapped the top. So we don't actually go to any sanbar bars but 3 bars on the waterway...not exactly what we expected but ok. First bar really nice, beer and wine only. Not fun for those of us that drink liquor. Second bar was the best, great drinks and food, yes liquor. Third bar meh...not very nice, smelled bad and dog crap on the deck. Again beer and wine only. Our Captain was having a lot of fun here and took forever to get out of there. The journey back was an adventure with the mangroves and previously mentioned bridges, but also had to make sure I was blocking branches from hitting my wife in the face......again....lots of water in the boat we were in being towed. Like I said.....I can't make this stuff up. There was some great times and some not so great. But the Captain was a great guy trying to get everyone to have fun.
Rating :
Posted On : 2023-12-05 09:32:49 
Posted By : Sal_B
It was an enjoyable time going through the mangroves and stopping at local bars. He was fun to listen to.
Rating :
Posted On : 2023-12-04 09:36:45
Posted By : Mark_R
Our second time doing this and we can’t wait to book again on our next trip. Definitely a fun way to see more of Key West than just Duval.
Rating :
Posted On : 2023-10-28 10:06:27
Posted By : Spowedvm
This tour was so much FUN! Chester is laid back, personable and knowledgeable about the area. He allowed us to customize our trip and make it truly our own unique experience. We had a large group and one couple stuck on a delayed flight from the previous day, and when we called him, he moved our meet time back an hour so they didn't have to rush (since we had booked both of the boats and wouldn't interfere with a stranger's schedule). That took so much stress off of us so we could all truly enjoy our experience. Highly recommend. Chester is a cool cat!
Rating :
Posted On : 2023-10-27 17:25:13
Posted By : LinsMR
We had a great time on this tour! Chester was fun and very informative about the area. We will definitely be doing this again and I will be telling all of my friends traveling to Key West about it!
Rating :
Posted On : 2023-10-20 16:25:37
Posted By : lisabS2375TK
This is one of the best under-the-radar tours in Key West! Forget the sunset cruise packed with a hundred people and go dinghy drinking with Captain Chester. You'll get to see sights that most locals never get to see, eat the best fresh seafood in the lower keys and day drink. The Captain will tell you as much as you want on local history and color. Say hi to Brandy for us. And remember- if the motor will fit the boat will fit!
Rating :
Posted On : 2023-10-15 09:12:48
Posted By : Lana H
Chester was great fun and had a lot of entertaining stories to share. It was very relaxing, good drinks at the bars, and just a great way to end our trip to Key West. Highly recommend!
Rating :
Posted On : 2023-07-17 15:22:43
Posted By : rvezina
This is our 2nd trip with Chester and was as fun if not more than the first trip! Went places that you don’t typically visit when in Key West.
Rating :
Posted On : 2023-07-14 14:15:43
>
