Jimmy Buffett Walking Tour of Key West

Follow Buffett's story through Old Key West with local guides, pie, and drinks

4.9 stars• 30 reviews

From$78/ person

Duration

1 hour and 30 minutes

Includes

Guide, snacks, drinks

Highlights

Explore the streets that inspired Jimmy Buffett's music on a guided walk through Old Key West. Enjoy stories, snacks, and drinks while visiting legendary venues.

Learn fascinating stories about Buffett's life and songs
Visit his first gig venue, recording studio, and favorite bars
Sample Key Lime pie, bottled water, and a souvenir drink
Walk a moderate 1.5-hour route suitable for most fitness levels
Receive a poncho if rain showers arise

What's Included

Guided walking tour
Slice of Key Lime pie and water
Souvenir alcoholic beverage
Poncho if needed

Things to know

Arrive 15 minutes before departure at the meeting point. Tour runs rain or shine; ponchos are provided. Gratuities are appreciated.

FAQs

Q: Where does the tour start and end?

A: The tour starts at Margaritaville at 500 Duval Street and ends at Capt. Tony's Saloon.

Q: How long is the tour?

A: The guided walking tour lasts about 1 hour and 30 minutes.

Q: Is the walking portion difficult?

A: The tour is moderately paced and suitable for most fitness levels.

Q: What should I bring?

A: Bring water, sunscreen, a hat, and comfortable clothing and shoes for walking.

Q: Is there parking near the tour meeting point?

A: Yes. There are several paid parking lots and garages near 500 Duval Street.

Cancellation policy

Full refund or voucher with 24 hours’ notice. Refund or voucher also provided if operator cancels due to weather or unforeseen circumstances. No-shows will be charged in full.

Review summary

4.9

Excellent

30 reviewsGoogle Maps

This tour company has clearly hit on something special, particularly with their Jimmy Buffett walking tour that seems to steal the show. Guide Caleb gets mentioned repeatedly and for good reason: reviewers consistently praise his deep knowledge, engaging personality, and ability to make the experience fun through trivia, music, and even some groan-worthy jokes. Whether you're a hardcore Parrothead or just casually familiar with Buffett's music, people say the tour brings his story to life by visiting the actual spots that inspired his songs. The inclusion of key lime pie and margaritas along the way doesn't hurt either. Jessica also earns praise for her guiding skills, impressing even self-described Buffett experts. The Hemingway-focused tours get equally enthusiastic responses, with guides described as knowledgeable storytellers who share details you'd miss on a self-guided visit. The famous six-toed cats are a highlight for many visitors. Groups of all ages seem to enjoy these experiences, and the company apparently runs tours even for just two people, which one couple especially appreciated. A few practical notes: arrive early since parking can be tricky, and at least one reviewer mentioned cash-only payment. The food served on tours consistently gets compliments. Overall, this appears to be one of those experiences that becomes a trip highlight, whether you're diving deep into literary history or living that laid-back Margaritaville lifestyle.

What people are saying

We had the most wonderful Hemingway tour with Caleb! My husband and I came down for his 40th birthday for the full Hemingway Experience in Key West and were so excited for this walking tour! Caleb was so knowledgeable, friendly, and made the entire experience absolutely fantastic and memorable! We especially appreciate the tour still running even though it was just us two - we can’t wait to come back!!