1 . Tropical Inn

Key West, Florida

CALL DIRECT: +1 (305) 294 - 9977


Adventure to port of call legend: Tropical Inn.

Abandon your old notions of Key West, and find a place that exceeds expectations at Tropical Inn. A fabled reputation of fantasy-like features and imaginative interiors blends island style with the conveniences of a cosmopolitan boutique hotel. A sunken treasure resurfaced, this island port of call is an adventure all to itself! Set like a precious stone into the heart of Old Town, the Tropical Inn makes your charming garden cottage "bed" and Euro-tropical "breakfast".

2 . The Gardens Hotel

Key West, Florida

CALL DIRECT: +1 (800) 526 - 2664


An unrivaled beauty queen, The Gardens Hotel is the reigning favorite.

The Gardens Hotel has won a long list of titles like the "Prettiest Hotel in Key West." Recognized by HGTV, Conde Nast Traveler, Fodors, and New York Times, The Gardens Hotel has caught the eye of globe trotters, travel writers, and now you! Obvious opulence, hidden value, and tropical paradise oasis combine to bring you one of Key West's most elegant boutique hotels. Book a one-way ticket to this local legend for a journey all your own!

3 . Silver Palms Inn

Key West, Florida

CALL DIRECT: +1 (305) 294 - 8700


Let balmy island breezes whisk you away to Silver Palms Inn!

Historic Old Town Key West is the boastful host of the island-inspired Silver Palms Inn! Downtown Duval Street stars the best world-class shopping, galleries, restaurants, nightlife, and boutique hotels. Set your watch to the slow island pace of Key West because modern island accommodations will send you to the tropics! Double pillow-top mattresses, island-view balconies, and traditional Key West breakfasts pamper you, Silver Palms style!

4 . The Mermaid & The Alligator

Key West, Florida

CALL DIRECT: +1 (305) 294 - 1894


Find an unusual friend in The Mermaid and the Alligator!

Return to older-era elegance in the exotic fairytale of The Mermaid and the Alligator. Like your favorite childhood storybook, this bed & breakfast somehow feels familiar. Casual island ambiance lends simple elegance to its garden grounds and old Victorian-style home. Inside, live like a Caribbean Queen or cross borders to the exotic Treetop Suite. Watch the world of Key West go by from your wrap-around veranda of uniquely themed suites, dip into the large Roman soaking tub, and relax.

5 . Cypress House

Key West, Florida

CALL DIRECT: +1 (800) 525 - 2488


Return to historic Old Key West at the century-old Cypress House.

Keeping with tradition, the 1800s cypress construction of the main building opens a window into Key West's past. See the sun and solitude of a century in the age-old guestrooms that make this place a historic Key West landmark. Accommodations tailored to adult couples make Cypress House feel like its own private island escape. Enjoy outstanding Old Town location and make your adventure plans for the famous restaurants, bars, and beaches from this perfect island platform at Cypress House!