Located by the sea, this guesthouse is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Key West Butterfly and Nature Conservatory - 3 min walk - 0.3 km
Ernest Hemingway Home and Museum - 4 min walk - 0.4 km
Southernmost Point - 5 min walk - 0.4 km
Getting around
Key West, FL (EYW-Key West Intl.) - 12 min drive
Restaurants
Circle K - 1 min walk
Cuban Coffee Queen (Duval) - 1 min walk
Southernmost Point Bar in the USA - 4 min walk
Old Town Tavern - 4 min walk
Banana Cafe - 1 min walk
About this property
NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
PICTURESQUE LANDMARK GUESTHOUSE WITH CELEBRATED RUM BAR... Steeped in the rich 19th century lore of treasure hunts, romantic rum-running adventures, daring bootleggers, and notorious moonshiners and racketeers, the Nightcap room within the Speakeasy Inn is nestled in true Key West magic. This unique conch-style adult-only retreat is brimming with authentic stories of derring-do during Prohibition days. The inn was the home of Raul Vasquez, a cigar selector at the local Gato cigar factory, whose true passion was rum running between Key West and Cuba. He cut a colorful swath in this southernmost community, smuggling rum and storing it in his "secret cellar" - one of the few basements in Key West! You are right on Duval Street, renowned for its proliferation of whimsical art galleries, stellar restaurants and relaxing bars. Nestled in the heart of Old Town, you are only a couple blocks from the beach and the Southernmost Point. ***All guests must be 21 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.
DETAILS AND AMENITIES... On the first floor of the Speakeasy Inn resides the Rum Bar, which boasts an impressive selection of delicious rums from all over the globe. Join us for our rum tastings of both vintage and popular rums. Each guest room offers outdoor seating for its occupants. Amenities in the rooms include flat screen TVs, individually operated ACs, coffee makers, refrigerators, microwaves, and all rooms have private baths with showers.
SLEEPING ARRANGEMENTS... The Nightcap room is located upstairs and offers a king bed with a daybed, a stocked kitchenette, a shower bathroom and a hanging closet.
OUTDOOR LIVING... This unit enjoys outdoor seating off the wraparound porch overlooking Duval Street, a favorite people-watching spot! It has been restored to perfection for the pleasure of our guests.
PARKING... Parking is an additional $15/day plus tax and is limited, and not guaranteed. The lot is located 1/2 block away and an address will be provided upon payment. You may secure your space by requesting to add it to your reservation at any time but we suggest reserving in advance to guarantee availability. There are also some free spaces on street, as well as metered spaces in the surrounding area.
PETS... This is not a pet-friendly inn.
Cancellations requested at least 30 days prior to arrival receive a full refund. Cancellations requested at least 14 days prior to arrival receive a 50% refund.
JOIN THE ADVENTURE...
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children
Adults only
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Events
No events allowed
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Pets
No pets allowed
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 5092058vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Safety features at this property include a fire extinguisher, a smoke detector and a deadbolt lock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Frequently asked questions
Is NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?
As of 5 Sept, 2026, prices found for a 1-night stay for 2 adults at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! on 31 Aug, 2027 start from S$368, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?
On-site parking is available at the property.
What time is check-in at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?
Check-in begins at 3:00 PM.
What time is check-out at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?
Checkout is at 11:00 AM.
Where is NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! located?
Located in Old Town Key West, this guesthouse is steps away from City Zoo Gallery and Duval Street. Florida Keys Beaches and South Beach are also within 5 minutes.
NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! Reviews