
2-Hour Live Music Guided Tour in Key West
Pick your date
Highlighted days have spots open. Grey days are sold out or not running.
September 2026
Loading live availability
Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 20 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is 2-Hour Live Music Guided Tour in Key West worth booking?
2-Hour Live Music Guided Tour in Key West is a 2-hour experience in Key West, United States, from $35 per person. It scores 71 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 5/5 rating across 20 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 71 / 100
- Rating
- 5/5 (20)
- Duration
- 2 hours
- From
- $35 per person
Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital download of local artists music, and historical
What you get
About this experience
Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital download of local artists music, and historical overviews of the venues and artists who have left their mark on the island. Learn from a local about the diverse music scene and creative island life that continues to inspire so many.
What's included
Included
- Local guide
- Drink discounts
- Historical overview of legendary venues
- Schedule for upcoming live music
Not included
- Drinks
What you'll see and do
Key West
First, we will start at the Little Room jazz club, then go to Andy's Cabana to enjoy the intimate outdoor stage, then to Kaya's backyard bar for reggae, and finally end at the legendary Green Parrot bar, one of key west's longest running music venues.
120 minutes here
Where it starts and ends
Meeting point
Key West
Meet in front of the Little Room Jazz Club at 7:45pm. Please arrive a few minutes early if possible. See you there! - Max
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
The tour will end at the Green Parrot Bar, only a few blocks from the starting point of the tour.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Thu, Fri
- Group size
- Up to 12 travelers per booking
- Operated by
- Key West Art Walk
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Not recommended for travelers with spinal injuries
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Photos




What travelers are saying
Outty’s summary of the themes that recur across 20 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
7 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Traveler reviews
20 verified traveler reviews for 2-Hour Live Music Guided Tour in Key West. Ratings and reviews provided by Viator and Tripadvisor.
Fun and Unique
This was a really fun and unique tour. Maxwell, our guide, is very passionate about the music and culture in Key West and took us to some amazing places. We definitely recommend this tour!!
via Viator
Great tour
Very nice stroll through the several live music venues. Maxwell took us to experience excellent bands in very eclectic bars. It’s a must do tour if your in the keys. You will experience Key West as a true native. Thank you Maxwell!!!!
via Tripadvisor
I Highly Recommend This Tour.
Such a Great time!! Best way to learn about KW is from a passionate and rooted native such as, Maxwell! A must do if it’s your first time to Key West or your tenth. Absolutely my favorite part of our trip so far!! Made a great date night and was an awesome way to learn about the history of the area and the local musicians. Fun, interesting and insightful experience. 10/10
via Viator
One of the best for a great time!
We had an outstanding time on this! Maxwell was the best!!! We learned so much, had many laughs and saw some great venues. Our only regret is that we didn't do this sooner in our stay! This is a must have on our list to do again on our next visit to Key West
via Tripadvisor
Key West Music Tour
What a fun night! Maxwell was a perfect tour guide. His knowledge and relationships made it all seamless and efficient. Anyone who wants to take their knowledge of the Key West music scene a little deeper would benefit from this tour. Maxwell did a great job.
via Tripadvisor
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Thu, Fri
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 7
- Verdict
- Strongly Recommended
Why this scores 71
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
2-Hour Live Music Guided Tour in Key West: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Key West.
How much does 2-Hour Live Music Guided Tour in Key West cost?
+
Prices start at $35 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Key West usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does 2-Hour Live Music Guided Tour in Key West take?
+
Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Key West is not rushed.
Is 2-Hour Live Music Guided Tour in Key West worth it?
+
It holds an Outty Ranking of 71 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 20 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Key West, and how flexible the cancellation terms are.
Can I cancel or reschedule 2-Hour Live Music Guided Tour in Key West?
+
Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is 2-Hour Live Music Guided Tour in Key West suitable for kids and families?
+
Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book 2-Hour Live Music Guided Tour in Key West?
+
Around 7 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Key West can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
+
Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Key West and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does 2-Hour Live Music Guided Tour in Key West start and how do I get there?
+
The exact meeting point and directions are on your voucher once you book, and they sit in central Key West within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Key West?
+
Key West is a boat town. The only living coral barrier reef in the continental US sits seven miles offshore, and reef trips, sunset catamarans and backcountry kayak runs are the core bookings, alongside Hemingway house and Duval history walks. Our ranking weighs boat capacity and reef site rotation, which separates the good operators from the party cruises. On Outty we rank every Key West experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Shark and Wildlife Viewing Adventure in Key West, Southernmost Food & Cultural Walking Tour by Key West Food Tours, Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Key West?
+
December to April, dry season and calm reef water. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Key West?
+
Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
+
Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for 2-Hour Live Music Guided Tour in Key West.
Pick your date




