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    Travel the Trail

    5.0 (32 reviews)
    Closed 8:00 am - 9:00 pm

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    Castle & Key Distillery

    Bob is a stellar tour guide. Very honest, knowledgeable and respectful. He took us on a tour of three distilleries (Castle & Key, Woodford Reserve and Whiskey Thief), and helped us with everything. We had such a great time, and we're already trying to plan our next tour. Thank you so much, Bob!

    Castle and Key was beautiful.

    Such an amazing day on the trail. Rob was the perfect tour guide. He was knowledgeable, courteous, and organized Everything was planned out, we just sat back and enjoyed! We went to three distilleries and had a delicious lunch. I am not a bourbon drinker, but would do it again in a heartbeat. Such a memorable day with friends.

    Travel the Trail bourbon stop!
    Mary Beall A.

    Super knowledgeable about the area, efficient, comfortable, flexible with the itinerary, and kind. Southern hospitality at it's best! We were a group of 10 women celebrating our 60th...arrived from around the country....the tour was FUN. It was a rainy day too! Great service. Book it. You will not be sorry. I'd like to do it again with my kids.

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    2 years ago

    Lee & Staff are top shelf, I highly recommend there Bourbon Trail trips as they are very fun and informative!recommend. A+++

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    8 years ago

    Lee was a wealth of info for us "newbies" to bourbon. We went to 3 handpicked Bourbon Producers, lunch and history info as we toured!

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    Review Highlights - Travel the Trail

    Lee & Staff are top shelf, I highly recommend there Bourbon Trail trips as they are very fun and informative!

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    Toby Tours

    Toby Tours

    1.8
    (5 reviews)
    16.6 km

    I strongly urge anyone considering this company to think twice. My parents had a dream vacation…read moreand they tried to take it with Toby tours. It was a trip from hell without food, restroom breaks or time to see the promised attractions. The entire trip was false advertising. Even after I contacted Karen Toby mid trip and she promised it would be fixed, it did not get better. Karen told me that the situations I described were not up to the Toby standard and she would fix it. Not only did Toby tours not fix it but they are now denying that all the problems happened. Guests were told not to use the bus bathrooms, diabetics were fed donuts for breakfast. Promised attractions were closing as they arrived. Toby Tours should do the right thing, take responsibility and refund the money. Karen Toby, you know these guests did not get the tour you advertised and promised. My parents have filed a complaint with the BBB. Blocking me on Facebook won't keep me from sharing their experiences on other social media.

    My mother booked a trip with my cousin, my mother had to cancel her trip because of illness. My…read moremother lost her money paid due to the cancelation, which I completely understand. The issue arises when Toby Tours decides to charge my cousin as a single person traveling now. (A up charge).... They kept my mothers money so her trip is still paid for even though she is not going and still up charged my cousin. There is a group of four ladies going on this trip that will likely never use Toby Tours again. I don't understand the loss of clients over a 300 dollar up charge when you kept all of my mothers money that was paid for trip. There is no need for the up charge as you kept the 800 paid by my mother, as if she is still traveling....Beware of this policy!!!!!!!!!!!

    City Taste Tours

    City Taste Tours

    4.7
    (45 reviews)
    7.3 km

    Leslie was awesome. Lots of good info and conversations…read more Very unique tour with lots of great stops and food! Everything was well coordinated. Drinks were really interesting and fit with the food and tour. Definitely recommend this tour

    We love city tours. Walking tours, bike tours, food tours, bus tours. With limited time in a city,…read morethey're a great way to get a feel for the area and to pick out places you'd like to revisit. Heck, we've even taken tours in our own city! Very fun. This tour was no exception. We had a very enjoyable afternoon, got to see a lot of different things, learn a bit about the history of Louisville, and try some delicious foods. The format of this tour is as such: the bus drops you off at a location for 30-60 minutes, giving you time to explore while City Taste runs off to pick up food from a local eatery. When you get back on the bus, there's a taste (and a drink) to be eaten as you drive on to the next stop. The benefit of this is that you get to experience AND taste bits of Louisville, instead of one or the other. The drawback is that there is sometimes a bit of waiting around for the bus to return. On our tour, we stopped at Schimpffs candy shop, Churchill Downs (where we took a tour), Old Louisville, Louisville Slugger OR NULU (we were given an option), and the Belle of Louisville. Our favorite stop was Old Louisville by far. What a BEAUTIFUL area with such rich history! The food we had was fried green tomatoes, hush puppies, hot brown pizza, pulled pork and potato salad, and Derby Pie. All were delicious, but the particular favorites were the hush puppies and the hot brown pizza. Alongside came a variety of drinks... we weren't huge fans of the flavored beers and wines (vanilla, strawberry, etc.) but we liked the bourbon tastings, the bourbon coffee, and the mint julep at the end. For reference, the food quantity was enough to keep us mostly satisfied but not amounting to a full meal replacement. I wouldn't eat a huge lunch before you go, but I also wouldn't show up hungry. City Taste Tours was extremely accommodating and gracious to our family. I realize these tours aren't geared toward kids specifically, but they went out of their way to make it enjoyable for everyone on board. If you're looking for a tour that's a bit of everything, a "taste" of all tours, this is the one for you. It's quirky, fun, and a great way to spend an afternoon in Louisville. **One last thing I'd mention: we booked a private tour, mostly because we just didn't want to take away from anyone else's experience by bringing 6 kids along. We were surprised to find out after being picked up that the bus was picking up other riders as well. It honestly worked out TOTALLY fine - it was a great couple that came along with us - but I just mention this to warn someone who actually cares a lot about it being a private tour... you might want to double check that they don't somehow overlook your private reservation and add extra people to your group.

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    City Taste Tours
    City Taste Tours
    City Taste Tours

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    Angel's Envy

    Angel's Envy

    4.6
    (802 reviews)
    6.7 km
    $$
    Takes reservations
    Available by appointment

    Small but awesome distillery! Amazing bourbon! Guides were awesome as well!! If you are looking…read morefor a good tour and some amazing tasting bourbon this is an excellent choice.

    The Angel's Envy distillery is pretty much the #1 reason that my top-tier chum who literally went…read moreto the school of hospitality and I decided to go on a trip to Kentucky, and after actually visiting, justified it as well. During an early 2025 trip to Washington, D.C., we went to multiple establishments and, coincidentally or not, encountered this specific bourbon and just loved it. The most notable occurrence was at Jack Rose Dining Saloon, where I had literally the best Old-Fashioned I've ever had, using a special Angel's Envy that hung out in some sherry barrels for a while. Since then, we've both regularly ordered it when given the opportunity, and ultimately decided that the best way to appreciate this fine spirit was to go right to the source. So to the mothership we went. My chum did most of the heavy lifting here and scheduled a bourbon tour with Louisville Food Tours (very strong recommend) that featured Angel's Envy at the first stop. It's hard to really put into words what this building looks like as you walk in and explore, but it's just so...nice. It's classy without being inaccessible, and it just felt like a true cathedral of bourbon. As tasteful as the bourbon it makes. During our initial tour, we were probably in the distillery for a solid half hour plus, getting a quick tour of the still and fermenters before being led into a side room on the second floor to formally taste some bourbon. Paula was our guide, both during this tour and later on, and was just enormously impressive, which I touched upon in my review of the official tour as well. She's no-nonsense and loves her bourbon - who can't relate? We learned how to inspect the bourbon in the glass, to take a test sip to numb the pain receptors and to truly appreciate the subtle notes in the bourbon with the second sip. It was legitimately helpful, useful information that we're both going to utilize going forward. After our three-hour tour ended (go hard or go home), it wasn't even much of a discussion - we came back here for a few hours to soak in more of the atmosphere and drink some more bourbon. At this point, it was probably close to 5ish but the place was still pretty busy; somehow we were able to secure spots at the bar upstairs and made ourselves at home. I wish I could remember the name of our bartender (blame the time that has elapsed, not the bourbon), but he was very good, social without being oppressive and was just present and let us do our thing. After sipping straight bourbon for most of the afternoon, I switched to the Bourbon Renewal, which you'll be shocked to know includes Angel's Envy but is a more summer, fruit-forward cocktail and super refreshing. Was the right call and hit the spot. (We also got waters because that's the responsible thing to do.) We finally went back downstairs to the gift shop, which doesn't feel like the right term - it was more majestic than something you'd walk into after going through, say, a museum for an hour or two. It's enormous and offers numerous bourbons and also some very high quality swag. We reunited with our chum Paula and sampled their limited edition two-grain, which was created due to a fortunate mistake in which the rye wasn't added so it's just the corn and malted barley. You CAN see the difference and taste it; to me at least, it's more caramel-y than their normal single barrel. We each bought a bottle to bring back to the homeland. My chum basically bought half the store, but I remained calm/deliberate and my only other purchase was a MAGNIFICENT black hoodie. I'm not kidding - I love hoodies and have probably owned dozens over the years, and this is literally the best quality one I've had. It has this interesting front pouch pocket design with like a pocket within the pocket for high-priority items like your ID or credit cards, and the hood itself is interesting. It's just really good and I wore it all day the next day as we slowly made our way back to the East Coast. It's been washed and carefully placed in my closet, where it will reign supreme when the weather inevitably turns nippy again. It's not an exaggeration to say we probably spent hundreds of dollars (at least not thousands) directly and indirectly involving Angel's Envy on this trip. Worth it.

    Photos
    The "Cathedral"
    The "Cathedral"
    Tasting room
    Tasting room
    Cocktail class

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    Cocktail class

    Travel the Trail - distilleries - Updated August 2026

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