Hemingway Tours

KEY WEST

Best Hemingway Tours In Key West

Ranked by traveller popularity

The 6 most popular hemingway tours in Key West. Here's what they actually deliver, who runs them, and what they cost.

6 Best Hemingway Tours In Key West

Key West Historic Bahama Village & Hemingway Heritage

Key West Historic Bahama Village & Hemingway Heritage - The Large Pool Story: A Big Island Detail With a Backstory

1.Key West Historic Bahama Village & Hemingway Heritage

Most Popular★ 5.0

A small-group 1.5-hour walking tour of Key West’s Historic District, with local stories on the Conch Republic, Bahama Village, and Hemingway-era ties.

“AJ did a great job walking us through KW, especially the original houses and giving us a glimpse into its history. He tried his best to keep us in the shade and AC as it was hot! The tour was about 2 hours/3 miles. Bring your walking shoes!”

252 reviews1 hour 30 minutes (approx.)From $46.99by Florida Keys Ventures

Check Availability →Read the review →

Hemingway Food and Walking Tour

Hemingway Food and Walking Tour - Hemingway’s Key West: Pilar, Boxing, Apartments, and Book Sales

2.Hemingway Food and Walking Tour

★ 4.5

Walk Old Key West with Hemingway stories and tastings, ending at Captain Tony’s. Small group, lunch and key lime pie included.

“Loved our guide Caleb. So funny and willing to share personal life, it made the trip memorable. The key lime pie was great. My Cuban sandwich was tasty - albeit a little soggy. Caleb explained he had to pick up sandwiches to take to our seats bc the key lime shop was remodeling the restaurant.…”

105 reviews2 hours (approx.)From $99.00by Hemingway in Key West Tours

Check Availability →Read the review →

The Hemingway Experience in Key West

The Hemingway Experience in Key West - Kaya Island Eats: Cuban Lunch + Sangria That Actually Fuels the Day

3.The Hemingway Experience in Key West

★ 4.5

Four-hour Key West Hemingway food-and-drink crawl: museum ticket, Cuban lunch, mojitos, cigars, key lime pie, and rum tasting.

“We had high hopes for this tour it was very disappointing. Positives: our guide was personable and knowledgeable. He did the best he could within the parameters he had to work with. The Cuban food and Key Lime pie were great Negatives: This is touted as “Hemingway Experience” the only authentic experience is the museum.…”

31 reviews4 hours (approx.)From $185.00by Key West Food Tours

Check Availability →Read the review →

Hemingway Tour

Hemingway Tour - Where you start: Capt. Tony’s Saloon at 7:00 pm

4.Hemingway Tour

★ 4.0

Nighttime Hemingway tour in Key West with a small-group guide. Walk Old Town, hear stories, and avoid getting lost.

“This was an awesome tour we throughly enjoyed our tour guide Caleb who’s sense of humor had us in stitches. Great way to learn the history.”

13 reviews1 hour 5 minutes (approx.)From $69.00by Hemingway in Key West Tours

Check Availability →Read the review →

Key West: Insider’s Hemingway Experience

Key West: Insider's Hemingway Experience - Getting Oriented at 907 Whitehead St

5.Key West: Insider’s Hemingway Experience

★ 5.0

A 4-hour Old Town Key West walk through Hemingway’s world with museum time, Cuban-inspired tastings, cigars, and a rum cocktail.

“C’était génial.Nous étions 2 couples et la guide qui nous expliquait toutes l’histoire de Key West devant chaque lieu devant lesquels nous passions. Nos dégustations culinaires étaient excellentes. À chaque fois nous avons été super bien accueillis Notre guide était à l’écoute et nous pouvions lui poser toutes les questions qui nous venaient à l’esprit…”

6 reviewsFrom $185by Key West Food Tours

Check Availability →Read the review →

Key West: Hemingway’s Life and Local Food Walking Tour

Key West: Hemingway's Life and Local Food Walking Tour - Meeting at Hemingway House: Quick Start, Clear Instructions

Popular Tours

Explore Key West

Reef & Snorkel

Sunsets

Dry Tortugas

Old Town

After Dark