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Bootlegger Bay @ Speakeasy Inn Key West! Exterior photo

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Key details

Hotel Overview

1117 Duval St., Key West

Close to Duval Street

Charming Hidden Gem in Key West

Location

Bootlegger Bay @ Speakeasy Inn is situated in the heart of Key West, allowing easy access to local attractions such as Mallory Square and Duval Street. The nearby beaches provide guests with a variety of water activities. This hotel is conveniently located within walking distance of historical sites and vibrant nightlife.

Dining

The hotel offers a full-service restaurant that specializes in Southern-inspired dishes, catering to diverse culinary tastes. Guests can enjoy a casual atmosphere while savoring hearty breakfasts and delightful dinners. The bar provides a selection of local beers and signature cocktails, perfect for unwinding after a day of exploration.

Rooms

Bootlegger Bay has 16 uniquely designed rooms, each equipped with a refrigerator and microwave for added convenience. Some rooms feature private patios, offering an outdoor space to relax and unwind. The variety of layouts accommodates couples and small groups effectively.

Amenities

The hotel boasts a beautiful outdoor pool, ideal for cooling off on warm Key West days. Guests can take advantage of the lush garden area for sunbathing or relaxing with a book. On-site parking and bike rentals add to the convenience of staying at Bootlegger Bay.

Entertainment

Guests at Bootlegger Bay can enjoy a lively entertainment schedule that includes live music and themed events hosted by the hotel. Local activities, including sunset sails and fishing charters, can be arranged at the front desk. The vibrant atmosphere of the surrounding area offers endless options for nightlife and cultural experiences.

Highlights

Location: Close to Mallory Square and beaches

Dining: Southern-inspired dishes at on-site restaurant

Rooms: 16 uniquely designed rooms with private patios

Amenities: Beautiful outdoor pool and lush garden area

Must-do experiences

Visit the Ernest Hemingway Home for a glimpse into his life.
Try the Key Lime Pie at Kermit's for an authentic taste.
Explore the vibrant local art scene at the Galleries of Key West.
Catch the sunset celebration at Mallory Square for street performers.
Stroll through the historic Fort Zachary Taylor for stunning views.

Choose Your Room

Our listed hotels offer a variety of room types—double rooms, family suites, or deluxe options—all with features like breakfast, flexible cancellation policies, and exclusive deals.

One-Bedroom Apartment

2 persons

1 Double bed

Air conditioning

Shower

room details

Room Rates & Availability Tracker

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Check-in/ Check-out

Amenities

Thoughtful hotel amenities for a comfortable stay

General

No smoking on site
Parking
No pets allowed

Sports & Fitness

Snorkelling
Tennis court
Golf course
Fishing

Services

Tours/Ticket assistance

Spa & Leisure

Beach access

Room features

Free Wi-Fi in rooms
Tea and coffee facilities
Ironing facilities

Media

Flat-screen TV

Location

1117 Duval St., Key West

Explore Key West

Key West Butterfly and Nature Conservatory

4 minutes walking

A stunning habitat with hundreds of butterflies and exotic birds, offering guided tours and a serene atmosphere.

Southernmost Point of the Continental US

6 minutes walking

An iconic landmark featuring a buoy that marks the southernmost point in the continental U.S., perfect for photos.

Ernest Hemingway Home and Museum

6 minutes walking

The former residence of the author, showcasing his life and works, with guided tours available daily.

Key West Aquarium

19 minutes walking

A family-friendly aquarium featuring local marine life and interactive exhibits, offering tours and feedings.

Snorkeling Tours

5 minutes drive

Adventurous snorkeling tours available nearby, with rental services and guided options to explore vibrant reefs.

Yoga Classes

5 minutes drive

Relaxing beach yoga classes offered a short drive away, perfect for stress relief and enjoying the ocean breeze.

Biking Around Key West

5 minutes walking

Bike rentals available within walking distance, an ideal way to explore the streets and scenic views of Key West.

Sunset Cruises

5 minutes drive

Romantic sunset cruise experiences available, featuring breathtaking views and refreshments on board.

The Restaurant at La Te Da

1 minute walking

An elegant dining experience with local seafood and craft cocktails, known for its vibrant atmosphere.

Grand Vin

1 minute walking

A cozy wine bar offering a selection of fine wines and gourmet small plates in a relaxed ambiance.

Ocean Grill & Bar

2 minutes walking

Casual beachfront dining with fresh seafood and stunning ocean views, ideal for families and groups.

La Grignote

2 minutes walking

Charming eatery serving breakfast and French-inspired brunch, famous for its crepes and pastries.

Sloppy Joe's

10 minutes walking

A lively bar known for live music and a vibrant atmosphere, hosting events throughout the week.

The Studios of Key West

15 minutes walking

An arts hub offering exhibitions, performances, and classes, fostering cultural engagement for all ages.

Red Barn Theatre

15 minutes walking

A popular venue for local theater productions, known for its eclectic programming and engaging performances.

Rick's Bar

8 minutes walking

A bustling nightlife spot featuring DJs and dance floors, perfect for an energetic evening out.

Transportation Tips

City Centre
Key West 21 min · 1.1 mi
Airports
Key West International (EYW) 9 min · 3.7 mi

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Property information and rules

Check-in

from 15:00-23:59

Check-out

until 11 am

Internet

Wireless internet is available in the hotel rooms for free.

Pets

Pets are not allowed.

Guest Reviews & Ratings

What Guests Are Saying?

No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.

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BOOTLEGGER BAY @ SPEAKEASY INN KEY WEST!, Key West – Your ideal downtown stay

Hotel Overview

Location

Dining

Rooms

Amenities

Entertainment

Highlights

Must-do experiences

Choose Your Room

Room Rates & Availability Tracker

Amenities

General

Sports & Fitness

Services

Spa & Leisure

Room features

Media

Location

Guest Reviews & Ratings

Next best alternative

Popular hotels all over the world