Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Exploring Key West’s Waterfront at The Waterfront Brewery

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration!

Explore Key West with a guided waterfront cocktail walk featuring local eats, drinks, and sunset views at Mallory Square, all in 2-3 hours for $139.

Discover Key West’s Waterfront and Sunset on the Cocktail Walk

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Discover Key West’s Waterfront and Sunset on the Cocktail Walk

The Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration offers a lively, food-filled experience along the island’s famed waterfront, all for $139 per person. This 2 to 3-hour tour, operated by Salty Seaweed LLC, guides visitors through some of the most beloved local restaurants and historic spots, ending just in time for the iconic Mallory Square sunset.

Designed for those who want a taste of Key West’s culinary scene combined with a dose of history and beautiful views, this tour is perfect for visitors eager to sample key cocktails and local bites while learning about the island’s past. The tour’s small group size (up to 10 people) ensures a personalized experience, making it suitable for most travelers, though it’s best suited for adults who can enjoy alcoholic beverages.

Key Points

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Key Points

  • Includes cocktails, craft beer, and food tastings at four different venues
  • Guided walk with insights about Key West’s history and culture
  • Visiting popular spots like The Waterfront Brewery and El Meson De Pepe’s
  • Ending at Mallory Square, with a lesson on the Conch Republic and the sunset celebration
  • Most bookings are made about 44 days in advance, emphasizing its popularity

The Starting Point: 201 William St in Key West

This tour kicks off at 201 William St, a convenient location on the waterfront. It’s easy to find with nearby public transport options, making access straightforward for most visitors. The tour ends at Mallory Square, right at the famous sunset celebration site, allowing guests to stay and enjoy the sunset after the experience.

Exploring Key West’s Waterfront at The Waterfront Brewery

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Exploring Key West’s Waterfront at The Waterfront Brewery

The tour begins with a visit to The Waterfront Brewery, where a local craft beer and pretzel sticks with homemade sauce set the tone. The guide shares insights about the waterfront’s evolution, and there’s time for some light shopping. This stop lasts about 20 minutes and includes admission to the brewery.

Walking through the Historic Seaport and Old Fisherman’s Wharf

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Walking through the Historic Seaport and Old Fishermans Wharf

Next, the group explores the Key West Historic Seaport and Old Fisherman’s Wharf. The guide offers exclusive stories about the area’s transformation from a working harbor to a yachting hub. The walk provides a photo opportunity and a chance to see unmarked historic buildings. This stop is free and lasts approximately 20 minutes.

Sipping a Tropical Key Lime Colada at Alonzo’s Oyster Bar

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Sipping a Tropical Key Lime Colada at Alonzo’s Oyster Bar

At Alonzo’s Oyster Bar, guests indulge in a tropical rocks Key Lime Colada and enjoy fresh oysters on the waterfront. This 20-minute tasting is included, giving a real taste of Key West’s seafood and cocktail offerings, while the waterfront setting adds to the relaxing vibe.

Discovering Old Key West on Front Street

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Discovering Old Key West on Front Street

Walking through Old Key West, the guide explains the famous Rum Runners, a historic part of the island’s nightlife legend. This 10-minute segment is free of charge and offers insight into the island’s spirited past, along with a quick look at the lively Front Street.

Island Flavors and Live Music at Two Friends Patio Restaurant

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Island Flavors and Live Music at Two Friends Patio Restaurant

A highlight is visiting Two Friends Patio Restaurant, regarded as a bucket list destination. Here, guests sample an island favorite cocktail, enjoy food tastings, and listen to live music. The guide shares stories about Historic Downtown Key West, and the stop lasts about 20 minutes.

Exploring Duval Street, the Heart of Nightlife

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration! - Exploring Duval Street, the Heart of Nightlife

The tour then ventures onto Duval Street, famous for its vibrant nightlife and colorful bars. The guide explains what makes this street legendary, and guests get a photo opportunity at the island’s smallest bar. This 15-minute free segment offers a glimpse into the lively evening scene.

Historic Charm and Sunset Views at El Meson De Pepe’s

The tour’s final tasting takes place at El Meson De Pepe’s, a historic Cuban-style restaurant. Guests enjoy a Red Sangria cocktail while taking in live music and a beautiful sunset view. This 20-minute stop combines culinary delight with scenic beauty, making it an ideal closing point.

Ending at Mallory Square for Sunset Celebration

The tour concludes at Mallory Square, famous for its Sunset Celebration. The guide shares details about Key West’s independence movement and the creation of the Conch Republic. Guests are free to linger and enjoy the spectacular sunset in their own time, making this a perfect way to unwind after the walk.

Included Drinks and Food: What You Get

Participants enjoy cocktails at three different restaurants, craft beer at one venue, and food tastings at three stops. The tour covers tips for bartenders, ensuring a relaxed experience. It’s a great chance to sample a variety of Key West’s local flavors without the hassle of planning individual stops.

Practical Details and Accessibility

The tour features a mobile ticket, with confirmation received upon booking. It accommodates most travelers, with service animals allowed. A valid photo ID is necessary for alcohol consumption, and the tour’s small group size (max 10) promotes a comfortable pace. It’s designed for those wanting a leisurely, informative walk with plenty of photo opportunities.

The Experience with a Local Guide

The guides are knowledgeable and personable, with at least one highlighted guide being Bryan, who is praised for storytelling and engagement. Reviews emphasize the informative nature of the tour and the enjoyable mix of history, drinks, and entertainment. Travelers appreciate guides who can connect with all ages, making the experience engaging for families and adults alike.

Pricing and Booking Considerations

At $139 per person, the tour offers a comprehensive experience with all included food and drinks. Most bookings are made around 44 days in advance, indicating strong interest. The tour offers free cancellation if needed, provided it’s canceled at least 24 hours in advance.

Final Thoughts: A Relaxed, Flavorful Key West Experience

This waterfront cocktail walk combines local history, scenic views, and delicious food and drinks—a compact way to enjoy Key West’s vibrant waterfront. It’s particularly suited for adults seeking a relaxed, guided tasting adventure that ends with a famous sunset. The small group size enhances intimacy, and the stops at iconic venues ensure a memorable visit.

The main limitations are the duration—just a few hours—and the fact that drinks are only included at specific stops. However, the balance of informative storytelling, tasty bites, and stunning sunset views makes this tour a worthwhile choice for those exploring Key West’s waterfront.

✨ Book This Experience

Key West Waterfront Cocktail Walk to Mallory Squares Sunset Celebration!



4.0

(14 reviews)

“The guide messaged earlier in the day with where to meet. Then messaged canceling due to weather. There was only a 30% chance of rain starting at 1…”

— Tanya W, Mar 2022

Frequently Asked Questions

Is this tour suitable for children?
While most of the tour involves alcohol, food tastings are for all ages, making it suitable for families. However, those under 21 need to be accompanied by an adult for alcohol consumption.

What is the tour duration?
The tour lasts approximately 2 to 3 hours.

Where does the tour start and end?
It begins at 201 William St and ends at Mallory Square.

Are drinks included?
Yes, cocktails and craft beer are included at designated stops, along with food tastings.

Is gratuity included?
Gratuities for bartenders are included, but tips for the tour guide are not.

Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the tour.

What is the maximum group size?
The tour is limited to 10 travelers, ensuring a personalized experience.

Are service animals allowed?
Yes, service animals are permitted.

What should I bring?
Bring a valid photo ID for alcohol, comfortable shoes, and a camera for photos.

Is the tour accessible for people with mobility issues?
While specific accessibility details are not provided, the walk involves multiple stops and some walking through historic streets, so travelers should plan accordingly.