Resort Review • Key West • Florida Keys

    The Southernmost Inn – Key West Resort Review

    Last updated: August 28, 2026

    The Southernmost Inn
    The Southernmost Inn – historic inn in Key West, Florida Keys
    AskTheKeys
    The AskTheKeys™ Verdict
    Who should choose The Southernmost Inn—and who shouldn't

    Choose The Southernmost Inn if...

    • You're an adults-only couple wanting a historic inn with breakfast and daily happy hour
    • You want the Southernmost Point, South Beach, and Duval within minutes on foot
    • You're drawn to historic architecture in a restored 1800s cigar factory

    Skip The Southernmost Inn if...

    • You're traveling with children under 18 — the property is strictly adults-only
    • You want a beachfront resort with direct sand and ocean access
    • You want full-service resort amenities like spa, fitness, or room service

    AskTheKeysAskTheKeys Traveler Match

    How well does The Southernmost Inn fit your trip?

    First-time visitors
    Couples / romance
    Beach-first travelers
    Families
    Walkable nightlife
    Travelers seeking value
    Excellent fit
    Good fit
    Consider alternatives

    Before you book — the one trade-off

    The Southernmost Inn sits one block off Duval with two pools but no beach — you trade direct sand access for an affordable adults-only historic base steps from the action.

    AskTheKeysAskTheKeys Decision Summary

    The Southernmost Inn is best for adults-only travelers and couples who want a historic boutique inn with two pools, complimentary breakfast, and daily happy hour one block from Duval Street and steps from the Southernmost Point. It is not ideal for families with children under 18, guests seeking a beachfront resort, or travelers who want large full-service resort amenities.

    The Southernmost Inn is a 38-room adults-only historic inn at 525 United Street in Old Town Key West, housed in a restored 1800s cigar factory originally built by Francisco Marrero. The property features two outdoor heated pools, a hot tub, a poolside bar, complimentary continental breakfast, and a daily manager's reception with happy hour. Its location one block from Duval Street places guests within a short walk of Key West's main dining and nightlife corridor while maintaining a quieter residential setting on United Street. The Southernmost Point Buoy — Key West's most photographed landmark — is steps away. The inn's neo-colonial architecture preserves the original cigar factory character with modern room updates including 38 individually furnished rooms across multiple buildings. For adults seeking a mid-range historic inn with included breakfast, happy hour, and walkable Old Town access, The Southernmost Inn offers strong value with more personality than a chain hotel.

    Verified Live Rates

    Compare current room availability and secure member-only pricing.

    We handle our lodging checks through Expedia's network engine so you can lock in hidden seasonal discounts and stack your One Key™ rewards points across different island brands.

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    AskTheKeysBefore You Book

    The details that matter after you've narrowed down your options.

    Best for

    • Adults-only couples and travelers seeking a historic inn with included breakfast and happy hour
    • Walkability seekers who want the Southernmost Point, South Beach, and Duval Street within minutes on foot
    • Guests drawn to historic architecture in a restored 1800s cigar factory
    • Value-conscious adults wanting a mid-range Old Town boutique with two pools and daily amenities

    Not ideal for

    • Families with children under 18 — the property is strictly adults-only
    • Guests who want a beachfront resort with direct sand and ocean access
    • Travelers seeking full-service resort amenities like spa, fitness center, or room service
    • Those who want to be directly on Duval Street — the inn is one block off Duval on United Street

    Quick facts

    Address525 United Street, Key West, FL 33040
    Phone888-525-0037
    Check-in / Out4:00 PM / 11:00 AM
    ParkingOff-site nearby ($)
    PetsNo
    Beach accessNo
    Pool(s)Yes
    SpaNo
    EV chargingNo

    Location & nearby

    The Southernmost Inn is located in Old Town / United Street within Key West.

    What's nearby

    • Southernmost Point Buoy(0.1 mi, 2 min walk)
    • Duval Street(0.1 mi, 1 min walk)
    • South Beach(0.2 mi, 5 min walk)
    • Ernest Hemingway Home & Museum(0.3 mi, 6 min walk)
    • Key West Lighthouse & Keeper's Quarters(0.3 mi, 6 min walk)
    • Key West Butterfly & Nature Conservatory(0.2 mi, 4 min walk)
    • Fort Zachary Taylor State Park & Beach(0.6 mi, 12 min walk)
    • Mallory Square(0.7 mi, 14 min walk)

    Amenities overview

    Property highlight features

    • Two outdoor heated pools and a hot tub
    • Complimentary continental breakfast daily
    • Daily manager's reception / happy hour
    • 38 individually furnished rooms in restored 1800s cigar factory
    • Adults-only (18+) atmosphere
    • One block from Duval Street, steps from Southernmost Point

    Pricing positioning

    Typical nightly pricing tends to fall in the $$ range, depending on season and room type.

    mid-range adults-only historic inn with breakfast and happy hour included

    Verified Live Rates

    Compare current room availability and secure member-only pricing.

    We handle our lodging checks through Expedia's network engine so you can lock in hidden seasonal discounts and stack your One Key™ rewards points across different island brands.

    Check Rates & Availability on ExpediaOpens in a new window • No markup fees

    Independent Decision Engine

    Florida Keys Resorts operates as a fully objective, crowdsourced review system. We do not accept paid placements from hotels to alter their scoring records. Instead, we use standardized API connections to provide transparent third-party rate checks for our community.

    How The Southernmost Inn Compares to Other Key West Resorts

    The Southernmost Inn vs Southernmost Beach Resort

    • The Southernmost Inn wins:adults-only historic inn with two pools, breakfast, and happy hour at a lower price point
    • Southernmost Beach Resort wins:full-service beachfront resort with private beach, multiple pools, and family-friendly scale

    The Southernmost Inn vs H2O Suites

    • The Southernmost Inn wins:historic adults-only inn with breakfast, happy hour, and two pools in a restored cigar factory
    • H2O Suites wins:luxury adults-only all-suite with rooftop pool, modern design, and higher price point

    The Southernmost Inn vs Orchid Key Inn

    • The Southernmost Inn wins:historic inn near Southernmost Point with two pools, breakfast, and daily happy hour
    • Orchid Key Inn wins:mid-Duval adults-only inn with breakfast, wine hour, and closer nightlife proximity

    FAQs

    Is The Southernmost Inn adults-only?

    Yes. The Southernmost Inn is a strictly adults-only property. Children younger than 18 are not permitted. All guests must be 18 or older.

    Is breakfast included at The Southernmost Inn?

    Yes. Complimentary continental breakfast is served daily, featuring pastries, fruit, coffee, juice, and other items. Breakfast is typically available from 8:00 to 10:00 AM.

    Does The Southernmost Inn have a pool?

    Yes. The inn has two outdoor heated pools and a hot tub. The pool area includes a poolside bar serving tropical cocktails and light refreshments.

    What is the happy hour at The Southernmost Inn?

    The Southernmost Inn hosts a daily manager's reception (happy hour) typically from 5:00 to 7:00 PM, featuring complimentary drinks and light snacks for guests.

    Where exactly is The Southernmost Inn?

    The Southernmost Inn is at 525 United Street in Old Town Key West, one block from Duval Street and steps from the Southernmost Point Buoy. It is not directly on Duval Street but is within a 1-minute walk of it.

    What is the history of The Southernmost Inn?

    The building was originally constructed in the 1800s as a cigar factory by Francisco Marrero. It was later restored and transformed into a boutique inn while preserving much of the original architecture, including neo-colonial design elements from the cigar factory era.

    Does The Southernmost Inn have on-site parking?

    No. The inn does not have on-site parking. Off-site parking is available nearby for a daily fee. The walkable Old Town location means many guests do not need a car during their stay.

    How many rooms does The Southernmost Inn have?

    The Southernmost Inn has 38 individually furnished rooms across multiple buildings. Six different room types are offered, with rooms featuring modern interiors and neo-colonial design. Some buildings (A, B, and D) are quieter for guests seeking extra peace.