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Sip N Stroll with history, laughs, tales, hidden gems
Joined 2022
Happy Hour tour!! Ok EVERY hour in Key West is Happy Hour. This is your tour. It is designed as a historic sip n stroll to discuss what happened in key places in town and go into more detail and depth. With that typed many folks just want faster and funnier so we can keep moving and going to different spots. The famous watering holes are there. I can take you to the ones that are nearby and have unique stories as well. We can also mix in items from my other tours if you wish.
Itinerary
This itinerary can be customized to meet your needs and preferences. Send me a message with your requests!
Meeting Point
Bearded lady unless another place is chosen
Bearded Lady
A "Cheers" type establishment where you can enjoy a beverage in A/C as we talk about the history of the area and figure out which places to go next. This bar is a block from MM0, next to the World Famous Green Parrot bar, and nearby a few other fun spots
Glitter and Drag
The 2nd stop can be a bar that puts glitter in your drinks and/ or the place next door that is famous for it's female impersonator show. We can also skip this place if you would rather focus on another place down the list.
Old Fashioned on Tap and Grilled Cheese
Yes these go together. This bar that is known to keep you cool due to great AC has a few cocktails on tap and the kitchen makes great grilled cheese and tater tots (recommended stop also late at night if you get hungry).
Aviation history
This bar was actually in the seaport before it wasn't needed to be an airline headquarters and moved to it's current location. Now home to great food and drink. Across the street is a live music gem and next to that a bar that Bill Murray, the comedian, named after having a great time in Key West. You will have a few options on which place to spend some time (or all of them!!)
Smoking Tuna
This hidden gem is nearby to Irish Kevin's, Sloppy Joes, and Capt Tony's. All famous bars and we can go those if you wish. Tuna has great live music and being tucked into a side street normally has room for our group. Plus it has some games for people to play in the back area.
Tons of Laughs
This place is on the ghost tour due to the murder that happened in what was a house and now a bar. With that said it is a place that folks enjoy giggling. Few other watering holes next door and across the street.
A unique bar with ashes
Yes people have their ashes in the bar at this local. Famous for who drank here back in the day and probably today (who knows who might be in this hidden local). Jimmy Buffet famously got his start here.
Speakesy
Overlooking the marina this hidden gem has craft cocktails and an intimate environment. Also a deck to smoke a cigar above the boats. Nearby is 2 other bars. One a tiki bar with amazing sunset view. Another some high end spirits if you want to sample or mix. Around the corner another option or two. We will be having fun on this tour and who knows which places you will want to visit and maybe sample some run at the Legal Rum distillery we will pass in order to get to the speakeasy.
Fish Farm
Located in the heart of the seaport and with a sound studio in view is this very popular eatery with live music and a wide variety of beverages available. This is place to sit and watch the people go by and be watched if you want a table that will enable that.
Wyland wall
World famous artist for his large sea life murals. Wyland has painted the wall of this now brewery. We can sample some of the beverages they make inside the building or go to a place next door. Yes the Pirate bar known as Schooners is adjacent as is the boathouse.
Rum and prohibition watering hole
Over by the Atlantic ocean we have a few options. From the Rum bar with many unique spirits to La Te Da next door. These will require a tour that goes towards the Atlantic or getting transportation to visit after the seaport.
Ending Point
Flexible
Want to personalize this tour?
This tour can be customized to meet your needs and preferences. Click below to send me a message with your requests.
Inclusions & Exclusions
Guide to show you around and navigate the island while telling stories
Beverages for you and guide not included (but very much appreciated by me when you do purchase a beverage for the guide). This is a walking tour and transportation is needed might be extra (city does have a free bus going around the area that we can hop on and off if we wish as part of the tour). Meals and souvenirs also not included in this tour. Group size is recommended at under 3 as with guide getting a table for 4 is usually feasible. The larger the group the harder to find a place and also the longer to have bartenders make drinks.
Tour Important Information
This is your happy hour tour and I can adjust the route and timing. We can not follow the timeline listed if we are stopping and getting drinks. Normally 4 bars are picked around town and a route is designed to enjoy and rest while talking about the others and so much more.
Important message from the supplier
This is a private tour. Happy to adjust start time and location. Reach out as far in advance for as much flexibility as possible. Can design a tour for you and yours. Happy to give recommendations.
I can also potentially meet you in another city or location, but associated costs need to be discussed.
Cancellation Policy
- Free cancellation - 8 days prior to meeting time
- 50% Refund - 3 to 7 days prior to meeting time
- No Refund - Within 2 day(s) prior to meeting time
Joined 2022
About Tour Guide Whiskeyrick W.
History nerd who enjoys sharing stories... I have been giving tours for a couple years now but have a life long passion for education (my son says I take the "fun" out of things by teaching him something while doing things... lol). On stage management experience at Disneyland along with Olympic moments in Utah give me unapparelled customer service with the ability to adapt tours for guests enjoyment. Always learning -- as Harry Truman said "there is nothing new in history, just what you don't know" and I intend to teach you things along while entertaining you. Reviews on my tours frequently comment on how I blend comedy with an engaging style that leaves them awed. I am constantly reading and learning so your tour will get those items added into what I already know and share. Your questions will inspire me to learn and grow. Let's have some fun and enjoy Key West!!
$235/ per group
Reserve
