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Bootlegger Bay @ Speakeasy Inn Key West!
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12 photos
Bootlegger Bay @ Speakeasy Inn Key West! Exterior photoBootlegger Bay @ Speakeasy Inn Key West! Exterior photoBootlegger Bay @ Speakeasy Inn Key West! Exterior photo
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From376US$ /night
Check-in
09Jun2026Select date
Check-out
10Jun2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

1117 Duval St., Key West, Florida, United States
-
Close to the Southernmost Point

3-star hotel with private swimming pool in Key West

Amenities

Bootlegger Bay @ Speakeasy Inn offers a refreshing outdoor swimming pool, perfect for a relaxing day under the sun. Guests can access the on-site bar for a variety of cocktails and refreshments. The hotel provides a lush garden space for leisurely strolls and relaxation.

Rooms

The hotel provides comfortable rooms equipped with satellite television and premium bedding. Guests can enjoy private balconies in select rooms, allowing for personal outdoor space. The accommodations include queen and king room options, catering to various needs.

Location

Situated in the heart of Key West, Bootlegger Bay @ Speakeasy Inn is conveniently located near key attractions including the Southernmost Point. Guests can explore nearby beaches and historical sites easily on foot or by bicycle. The vibrant nightlife of Duval Street is just a short distance away.

Dining

On-site dining includes a breakfast served daily, offering different options to start the day. The hotel is near local dining venues that showcase fresh seafood and traditional Key West cuisine. In addition, guests can enjoy in-room dining for added convenience.

Entertainment

Bootlegger Bay offers a variety of activities designed to enhance guest experiences, including guided tours and local event information. The lively atmosphere of Key West provides guests with numerous entertainment options, from live music to cultural events. Guests can partake in fishing, snorkeling, and sunset excursions nearby.

Highlights

Amenities: Outdoor swimming pool

Rooms: Private balconies in select rooms

Location: Near Southernmost Point and Duval Street

Dining: Breakfast served daily

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Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value deals
One-Bedroom Apartment
One-Bedroom Apartment
2 persons
1 Double bed
Shower
Air conditioning
room details

Room rates & availability calendar

See the best prices and book your dates today!

Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking

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
Show more

Bootlegger Bay @ Speakeasy Inn Key West! Location

1117 Duval St., Key West, Florida, United States
Map view
1117 Duval St., Key West, Florida, United States
City landmarks
Square
Mallory Square
5300 ft
Museum
Truman Little White House
4900 ft
Landmark
USCGC Ingham Maritime Museum
4700 ft
Cemetery
Key West Cemetery
3600 ft
Aquarium
Key West Aquarium
5000 ft
Museum
Key West Shipwreck Treasure Museum
5000 ft
Event hall
San Carlos Institute Casa Cuba
2600 ft
Landmark
Curry Mansion
4200 ft
Garden
Nancy Forrester's Secret Garden
3300 ft
Museum
Ripley's Believe It or Not
4600 ft
Gallery
The Studios of Key West
3300 ft
Museum
Mel Fisher Maritime Heritage Museum
4600 ft
Museum
Florida Keys Eco-Discovery Center
4300 ft
Landmark
Truman Waterfront Park
3100 ft
Nearby
Museum
The Ernest Hemingway Home and Museum
1500 ft
Duval Street
Duval Street
1900 ft
cnr South & Whitehead Sts
Southernmost Point
1600 ft
Nature reserve
Key West Butterfly and Nature Conservatory
900 ft
Monument
Southernmost Point of the Continental US
1600 ft
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
1000 ft
Church
Saint Mary Star of the Sea
1500 ft
Gallery
Island Arts Co-op
200 ft
Gallery
Alan S Maltz Gallery
400 ft
Gallery
Frangipani Gallery
200 ft
Gallery
Key West Pottery
300 ft
South Street Corner of South and Whithead Streets
Statue Of Bishop Albert Kee
1800 ft
Gallery
Wild Side Gallery
700 ft
1100 Simonton St
Historic E. H. Gato Building
600 ft
Museum
Tennessee Williams Key West Exhibit
800 ft
Gallery
Art On Duval Key West
1700 ft
Restaurants
Flamingo Crossing
300 ft
1105 Duval Street
Sinz Burritos
800 ft
500 Truman Ave Unit 1
Key West Cuban Coffee
900 ft
517 Truman Ave Key West
Tropical Juices & Drinks
800 ft
925 Duval St
Ana's Cuban Cafe
2400 ft
1330 Simonton St
Bobby's Monkey Bar
1500 ft
900 Simonton St
La Bodeguita del Medio Key West
1300 ft
722 Duval St Duval / Petronia next to Bourbon Street Pub
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
Southernmost Point
6 minutes' walk
Iconic buoy marking the southernmost point of continental US. Ideal for memorable photos at this historic site.
Key West Butterfly and Nature Conservatory
4 minutes' walk
A serene sanctuary filled with vibrant butterflies and lush plants. Perfect for nature lovers and tranquil strolls.
The Ernest Hemingway Home and Museum
6 minutes' walk
Former residence of the famous author. Guided tours available, showcasing his life and unique six-toed cats.
Key West Cemetery
13 minutes' walk
Historical cemetery featuring unique graves and stories. Popular for its unusual epitaphs and peaceful atmosphere.
Snorkeling at Western Dry Rocks
7 minutes' drive
Thrilling snorkeling adventure at vibrant reefs. Rentals available nearby, suitable for all experience levels.
Yoga at Smathers Beach
8 minutes' drive
Relaxing beachfront yoga sessions. Classes accommodate all levels, providing a peaceful way to unwind by the ocean.
Flamingo Crossing
1 minute' walk
Casual eatery offering burgers and sandwiches. Great atmosphere with outdoor seating perfect for family meals.
Key West Cuban Coffee
4 minutes' walk
Authentic Cuban coffee and pastries. Ideal for a quick breakfast or snack, catering to those craving local flavors.
Duval Street Nightlife
7 minutes' walk
Vibrant nightlife scene with bars, live music, and dancing. Diverse venues cater to all tastes for a lively evening out.
San Carlos Institute Casa Cuba
10 minutes' walk
Cultural venue hosting art exhibits and performances. Family-friendly with events showcasing Cuban heritage and history.
Getting around town
City Centre
Key West21 min  ·  1.1 mi
Airports
Key West International (EYW)9 min  ·  3.7 mi
Looking for early-bird discounts?
Get special discounted rates today!
Check Rates
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.

Reviews and Ratings

What past guests shared about their stay
Guest reviews
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.
Open reviews
FAQs
About Bootlegger Bay @ Speakeasy Inn Key West!
What are the check-in and check-out times at Bootlegger Bay @ Speakeasy Inn Key West!?
Check-in is from 15:00 and check-out is by 11:00.
How far is Bootlegger Bay @ Speakeasy Inn Key West! from Key West International Airport?
The hotel is located 4 km from Key West International Airport.
What popular attractions are near Bootlegger Bay @ Speakeasy Inn Key West!?
Nearby attractions include Southernmost Point (0.5 km), South Beach (0.5 km), and the Ernest Hemingway Home and Museum (1 km).
What kind of dining options does Bootlegger Bay @ Speakeasy Inn Key West! offer on-site?
On-site guests can enjoy unique, island-inspired Small Plates with bold Caribbean spices and fresh local seafood.
What amenities are included in the rooms at Bootlegger Bay @ Speakeasy Inn Key West!?
Rooms include free Wi-Fi, air conditioning, a flat-screen TV with satellite channels, and a fully equipped kitchenette.
What recreational activities are available at Bootlegger Bay @ Speakeasy Inn Key West!?
Guests can enjoy fishing, snorkeling, tennis, and golf course access.
Are there any restaurants within walking distance of Bootlegger Bay @ Speakeasy Inn Key West!?
Nearby restaurants include Grand Vin, Ocean Grill & Bar, The Green Pineapple Cafe, and several others, all within 0.5 km.
What is the smoking policy at Bootlegger Bay @ Speakeasy Inn Key West!?
The hotel is a non-smoking property.

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Check-in
09Jun2026Select date
Check-out
10Jun2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Amenities & services
  • Location
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