The Ultimate Guide to the Duval Street Crawl

Welcome to the vibrant heart of Key West—Duval Street! This iconic mile-long stretch is a treasure trove of bars, restaurants, shops, and live entertainment. In this guide, you’ll learn about the best places to eat, drink, and enjoy the local culture. We’ll provide insider tips and must-visit spots to ensure your Duval Street Crawl is unforgettable. Get ready to experience the lively atmosphere and unique offerings of this famous street!

Quick Facts

Duval Street is 1.25 miles long, stretching from the Atlantic Ocean to the Gulf of Mexico.

The street hosts over 100 bars, restaurants, and shops.

Key West has a population of about 25,000 residents.

The annual Fantasy Fest takes place every October along Duval Street.

Duval Street is the main drag for nightlife and entertainment in Key West.

1. Start at the Southernmost Point Buoy

Kick off your crawl at the famous Southernmost Point Buoy located at 1400 Whitehead St. This iconic landmark marks the southernmost point in the continental U.S. and is a must-see photo op. Best time to visit is early morning to avoid crowds. While you’re here, enjoy the ocean views and the vibrant local art scene. Don’t forget to grab a souvenir from nearby shops!

Price: Free

PRO TIP: Arrive early for the best photos without crowds and consider visiting at sunrise for a breathtaking view.

2. Sip Cocktails at The Green Parrot Bar

Located at 601 Whitehead St, The Green Parrot Bar is a local favorite known for its laid-back atmosphere and live music. Open daily, this bar features happy hour from 4 PM to 7 PM, offering $2 drafts and $5 cocktails. Grab a seat outside to enjoy the Key West vibe or catch a live band inside. The bar often hosts local musicians, making it a great spot to unwind after a day of exploring.

Price range: $5-$15

PRO TIP: Try their signature frozen margarita; it’s a refreshing treat after a long walk!

3. Indulge in Key Lime Pie at Kermit’s

No trip to Key West is complete without tasting the famous Key Lime Pie! Visit Kermit’s Key West Key Lime Shoppe at 200 Elizabeth St to indulge in this delicious dessert. They offer a variety of options, from traditional pie to key lime pie on a stick. Prices range from $4 for a slice to $8 for a whole pie. The shop is open daily from 9 AM to 10 PM, making it a perfect stop anytime during your crawl.

Price range: $4-$8

PRO TIP: Ask for the meringue topping; it adds a delightful twist to the classic pie!

4. Explore Local Art at Gallery on Greene

Take a break from the bars and check out the Gallery on Greene at 606 Greene St. This art gallery features works from local artists, including paintings, sculptures, and photography. Admission is free, and you can wander through the gallery at your own pace. It’s a great way to appreciate the local art scene and perhaps find a unique souvenir to take home. The gallery is open daily from 10 AM to 5 PM.

Price: Free

PRO TIP: Don’t hesitate to chat with the artists; many are on-site and love to share their stories and inspirations.

5. Enjoy Live Music at Sloppy Joe’s

Wrap up your crawl at Sloppy Joe’s, located at 201 Duval St. This historic bar is famous for its live entertainment and vibrant atmosphere. With live music every night starting at 6 PM, it’s the perfect place to dance and unwind. Their menu features delicious pub food, and drink specials are available throughout the week. Expect a lively crowd, especially on weekends!

Price range: $10-$25

PRO TIP: Get there early to grab a good spot, especially if you want to catch the sunset from their patio!

Gallery

Ready for Your Florida Keys Adventure?

The Duval Street Crawl is an essential part of any Key West adventure. From iconic landmarks to lively bars and delicious food, this guide will help you make the most of your experience. So lace up your walking shoes, grab a friend, and get ready for a memorable night in paradise!