Skip to main content
08:18 PM
Reserve Today
  • Select Datesto
  • 2 Guests / 1 Room
  • A young couple exploring Key West and looking at a flower

    Get acquainted with Key West, Florida

  • Select Datesto
  • 2 Guests / 1 Room

Our five unique hotels are centrally located throughout the heart of Old Key
West, encompassing an area of about 15 square blocks. Each hotel is walking or Uber distance to everything that makes this carefree island so special. From Miami, you can reach Key West in 45 minutes by air, or take the scenic Overseas Highway and get here about 4 hours (and 42 breathtaking bridges) later. Once you’ve arrived, we’ll greet you with a Key West beer and point you in the direction of ultimate relaxation.

Interactive map

Drop a Pin in Key West

Our Historic Inns and
Nearby Attractions:


This vibrant, inclusive and creative bar offers tons of local charm to go along with happy hours, fresh cocktails, fun bartenders and weekly drag shows.

801 Bourbon Bar

Head to this lively LGBTQ+ venue on Duval Street for its energetic atmosphere, entertaining drag shows and diverse cocktail offerings.

Alan S. Maltz Gallery

Immerse yourself in Key West’s vibrant entertainment scene at the newly renovated Key West Theater, just a 3-minute stroll from Ridley House, offering the best in comedy, concerts, and live performances.

Aqua Bar and Nightclub

Known for its energetic drag shows, inventive cocktails and upbeat atmosphere, Aqua Bar is a popular destination for those seeking a memorable night out in Key West.

B.O.’s Fish Wagon

Offbeat, eclectic and undeniably delicious. B.O.’s Fish Wagon, just a 3-minute walk from Ridley House, delivers big on fresh flavor and Key West vibes.


Fresh local seafood and creative cuisine are the stars at this elegant restaurant. Housed in a gorgeous and historic Key West building, a 5-minute walk from Ridley House.

Bahama Village Shopping

Explore this diverse array of shops, boutiques, and galleries that showcase local art, crafts, and unique souvenirs in a charming and culturally rich neighborhood.

Better Than Sex

Stroll over to Better Than Sex, an intimate dessert restaurant offering a speakeasy-like atmosphere and tempting sweets and cocktails.

Blue Heaven 

An eclectic menu, vibrant atmosphere and live music combine to create a unique and unforgettable dining experience at this restaurant nestled in a tropical garden.

Boat House Bar & Grill

Voted “Best Happy Hour in Key West,” this fun and friendly harborfront restaurant is the perfect place to eat and drink local favorites with an unbeatable view.

Coffee Butler Amphitheater

Surrounded by tropical beauty, this amphitheater provides a vibrant setting to enjoy concerts, festivals and other entertainment experiences in the heart of Key West.

Danger Charters

Sail into the breathtaking beauty of the Florida Keys on unforgettable schooners designed to reveal both must-see landmarks and hidden gems.

Dante’s Pool Bar & Restaurant

Make a splash and enjoy the bustling atmosphere of Dante’s, an oasis of good times that combines sun, swimming, dancing, and all-day revelry. Perfect for bachelor, bachelorette and birthday parties.

Date & Thyme Organic Cafe & Market

Visit Key West’s best natural food market and the largest purveyor of organic and local produce. The cafe offers a menu of healthy smoothies and juices along with hearty breakfast and lunch favorites.

Ellas Lobby

Ella’s Cottage

811 Simonton Street

Sit back and watch the world go by, just steps from some of the city’s best dining experiences. These charming bungalows exude the romance and carefree spirit of Key West.


Fitch Lodge

The ideal Key West basecamp for on-the-go explorers, island-hoppers and open-water adventurers. A neighborhood vibe welcomes you to go your own way in Key West.

Fury Water Adventures

For the ultimate water adventure, explore a wide range of watersports with Fury Water Adventures, your go-to source for sunset cruises, jet ski excursions, and more in Key West.

Green Parrot Bar

This legendary Key West watering hole is celebrated for its lively atmosphere and iconic live music. Residents and visitors are welcomed with vibrant energy and diverse entertainment offerings.

Greene Street Cigar Company

Immerse yourself in a world of premium cigars and a diverse menu of craft beer and wine, just a 2-minute walk from Ridley House. The walk-in humidor boasts Key West’s largest cigar selection.

Half Shell Raw Bar

Sample the freshest oysters, clams, shrimp and more at this scenic and friendly Key West institution that has been welcoming seafood lovers since 1972.

Kermit's Key West Lime Shoppe

Bright and colorful, with a diverse selection of treats that will keep you coming back again and again. Kermit has been serving sweets for over 30 years. Just four minutes from Ridley House.

Key West Cemetery

Established in 1847, this cemetery reflects Key West’s diverse cultural history. It’s a fascinating destination for visitors interested in exploring the eclectic charm of Key West.

Key West First Legal Rum Distillery

Discover the secrets behind Key West’s favorite spirit by embarking on a free distillery tour, a quick 4-minute walk from Ridley House. Savor free samples, relax at the bar, or purchase bottles to take home.

Key West Lighthouse

You can’t miss it! The Key West Lighthouse and Keeper’s Quarters are just 200 feet away from Lighthouse Hotel, offering an iconic backdrop for your Key West getaway.

Key West Pottery

Visit this unique studio known for its distinctive handcrafted ceramics that showcase a blend of artistic expression and functional design, all inspired by the vibrant spirit of Key West.

Key West Theater

Immerse yourself in Key West’s vibrant entertainment scene at the newly renovated Key West Theater, just a 3-minute stroll from Ridley House, offering the best in comedy, concerts, and live performances.

La Crêperie 

This charming eatery specializes in French-style crepes served in a variety of sweet and savory options. It’s a favorite spot for anyone seeking a taste of authentic and delicious flavor.

Laid Back Key West

Welcome to Laid Back Key West! Looking for fun and adventure? Then it’s time to get out on the water. For over a decade, we have provided the best private charter boat tours in Key West. We want to take you, your family, and a few friends out on the spectacular warm turquoise waters of the Florida Keys.

Lighthouse Exterior

Lighthouse Hotel

Colorful, energetic and welcoming, with the very best views of Key West’s famous lighthouse. Centrally located, a stone’s throw from Ernest Hemingway’s House. Afternoon daiquiris are calling.

Little Pearl

Taste the best of the local catch at Little Pearl Fish House & Wine Bar, a creative neighborhood dining destination on Olivia Street in the heart of Old Town.

Lola’s Bistro

Discover a charming eatery celebrated for its eclectic and inventive cuisine, offering a delightful fusion of global flavors and a welcoming ambiance.

Mangia Mangia Pasta Cafe

If you love homemade pasta and Italian specialties, you won’t want to miss this local favorite restaurant on Southard Street in the heart of Old Town Key West.

Moondog Café

If fresh baked goods, hearty meals and anytime beverages are your thing, grab a seat on the colorful patio of Moondog Cafe & Bakery. Just a 1-minute walk from Lighthouse Hotel.

Nine One Five Restaurant & Bar

Set in a beautifully restored 19th-century building on Duval Street, Nine One Five offers a sophisticated dining experience with a diverse menu featuring contemporary American cuisine, craft cocktails and an inviting atmosphere.

Old Town Bakery 

Take a 2-minute stroll to Old Town Bakery to discover a diverse menu of pastries, sandwiches, and a key lime pie that was voted one of the best in the Florida Keys.

Onlywood Grill

Savor authentic Italian cuisine including homemade pastas, woodfire oven-baked pizzas, and tantalizing meats from an Argentinian grill. Just a 3-minute walk from Ridley House.

OurKeyWest Galleria

From colorful Cuban art to the best of local makers, OurKeyWest Boutique offers a one-of-a-kind selection of gifts and handcrafts. A quick stroll up Simonton Street.

Papa’s Pilar Rum Distillery

For a refreshing taste of Key West’s rum culture, indulge in ice-cold cocktails at Papa’s Pilar Rum Distillery. A 3-minute walk from Ridley House, providing tours, tastings, and a journey into the art of rum-making.

Parking at Ella's Cottages

Limited on-site parking is available and can be inquired about at check in. $30 per night. Parking lot is located adjacent to Ella’s via Petronia St.

Parking at Fitch Lodge

No onsite parking available. Street and city lot parking available nearby.

Parking at Lighthouse Hotel

No onsite parking available. Street and city lot parking available nearby.

Parking at Ridley House

No onsite parking available. Street and city lot parking available nearby.

Parking at Winslow's Bungalows

Limited on-site parking is available and can be inquired about at check in. $30 per night.

Pepe's Cafe & Steakhouse

A Key West classic, Pepe’s prides itself on being the “Oldest Eating House in the Keys”. Since 1909, it’s been serving up fresh local flavor and friendly vibes.

Ridley Second House Patio with chairs

Ridley House

601 Caroline Street

Escape to the bohemian luxury of our elegant, adult-exclusive tropical mansion. Discover Old Town’s most romantic inn, around the corner from Key West Historic Seaport.

Santiago’s Bodega

Visit this tapas-style restaurant for an eclectic menu featuring a variety of shareable plates and sangria. Known for its lively atmosphere, extensive wine list, and diverse range of flavors.

Sarabeth's in Key West 

Since 1981, Sarabeth’s has been serving up some of Key West’s favorite fare. Take a 4-minute stroll up Simonton Street and bring your appetite.

Seven Fish

Seafood lovers won’t want to miss a stop at Seven Fish, a casual bistro with dishes that feature the best of the local catch along with a menu of classic desserts and a deep wine list.

Sinz Burritos Key West

Savor the must-try street tacos, burritos, and quesadillas of Sinz Burritos on a short 5-minute stroll down Truman Street, where you can build your own or enjoy their unique takes on classics.

Splash Pad at Truman Waterfront Park

The perfect spot for kids to expend their energy and stay cool under the Key West sun, this lively splash pad offers refreshing and entertaining water experiences.

Sunset Sail Key West 

Hit the water on a gorgeous fleet of schooners, including When and If—built in 1939 for General George S. Patton. Sunset Sail Key West is just a 10-minute walk from Fitch Lodge.

The Basilica of St. Mary Star of the Sea

Visit this historic Catholic church for its stunning architecture and rich history. Completed in 1905, the basilica is a popular site for visitors interested in Key West’s religious and architectural heritage.

The Green Pineapple 

Shop this charming boutique for a curated selection of eco-friendly products and unique gifts. A cozy café, offers healthy bites, coffee, tea and organic wine.

The Hemingway Home and Museum 

The spirit of one of Key West’s most iconic residents lives on. Tour the Hemingway Home & Museum, located right across the street from the Lighthouse Hotel.

The Key West Butterfly & Nature Conservatory

Step into a spectacular indoor environment featuring living butterflies and many colorful birds. This family-friendly sanctuary is a tropical paradise of waterfalls and plant life, with a gift shop offering unique souvenirs.

The Original Key West Ghost Hunt

Embark on a thrilling exploration of Key West’s ghostly past with The Original Key West Ghost Hunt, a mere 5-minute stroll away from Ridley House.

The Waterfront Brewery

Combine scenic views with craft beer and island favorites at a picturesque local brewery, creating the perfect atmosphere for carefree Key West relaxation.

Vignette Key West

A boutique style destination in the heart of Key West for women who have their own story to tell. Take a 5-minute walk to Southard Street.


Known for its extensive wine selection and Mediterranean-inspired menu, Vinos provides a delightful dining experience with a focus on pairing excellent wines with delicious dishes

ViV Wine Bistro

Authentic French fare combines with a sophisticated dining experience and an extensive selection of wines in a charming and cozy atmosphere. Bon appétit!

Winslow front Exterior

Winslow’s Bungalows

Play together among an eclectic collection of distinctly Key West structures. This lush green property invites every kind of carefree getaway, from family trips to wedding parties.