Get to know the real story of our intriguing past with a visit to Flagler Station Oversea Railway Historeum. With plenty of collections and exhibits to pore over, you'll uncover lots of interesting tidbits here.

You'll soon discover why this Key West Historic District collection of historical artifacts is popular with travelers. If you're looking for other things to see here, Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens, and Mallory Square are in the area too. They won't take very long to get to from Sails To Rails Museum at Flagler Station.

Plan a trip to see Sails To Rails Museum at Flagler Station

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

$380

per person

Jan 9 - Jan 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,004 reviews)

We had a great stay at the Cavalier Hotel. The interior of the hotel is beautiful. They also have a bar area as well as breakfast, lunch, and dinner options for dine-in or take-out. The beach is only a few steps away! The hotel provided beach towels as well. Our room was clean and beds were comfortable. The bathroom doesn't have a proper door that locks. It's only a sliding door, which we found difficult for privacy. All the staff we met were also very friendly and helpful. The only note for anyone looking to stay at this property is that the hotel itself doesn't have any parking. There is a Municipal Parking Garage right around the corner from the hotel. We found it very convenient to park there (including overnight parking). It's open 24 hours, clean, has stairs and elevators to get to the street.

Reviewed on Oct 28, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$896

per person

Jan 22 - Jan 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.8/10 Exceptional! (39 reviews)

Truly a five star experience from the vibe to the amenities to the service*****

Reviewed on Oct 28, 2025

Hotel Riu Plaza Miami Beach

Mid Beach

$654

per person

Jan 22 - Jan 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,118 reviews)

Just sort the lifts out. It’s a problem and has clearly been a problem for some time. Either something more sinister is going off or management are so inept and ignoring things like these annoying ratings requests that nobody ever listens to the feedback of anyway.

Reviewed on Oct 26, 2025

Browse tours and tickets to explore Sails To Rails Museum at Flagler Station

Tours & day trips

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Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

History & culture

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Key West Day Trip & Glass Bottom-Boat Tour from Miami

Free cancellation available

Wildlife & nature

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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Free cancellation available

Private & custom tours

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Dry Tortugas National Park Day Trip by Luxury Private Boat

Free cancellation available

Adventure & outdoor

See all 20 activities

Key West Half-Day Fishing Charter

Free cancellation available

Popular places to visit

The Kite House

Enjoy an outing to The Kite House during your stay in Key West. Wander the seaside or discover the area's beautiful sunsets.

22 room mansion all decked out for Valentine’s Day. Home to Florida’s 1st millionaire.

Curry Mansion Museum

You can spend time studying the exhibits at Curry Mansion Museum during your trip to Key West. Stroll along the area's seaside or experience its lively festivals.

Oldest House Museum and Garden

With its period décor and vintage documents, South Florida’s oldest house provides an impression of life in the Florida Keys archipelago in the 19th century

Studios of Key West

You can spend time exploring the galleries in Studios of Key West in Key West. In the area, take in the lively festivals and beautiful sunsets.

Key West Cemetery

Discover Key West’s most notable historic figures as you follow a walking trail through this enormous cemetery, home to more than 100,000 graves.

San Carlos Institute - Casa Cuba

You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.