The Best Hotels Closest to Sails To Rails Museum at Flagler Station in Key West for 2026

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Our top choices for Sails To Rails Museum at Flagler Station hotels

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

1. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.1 km from Sails To Rails Museum at Flagler Station

John

NT$5,766

NT$6,487 total

includes taxes & fees

Sep 9 - Sep 10

A modern interior with a staircase, a sofa set, a wooden table, and a television.

A pathway flanked by lush green foliage leading to a gated entrance.

A pool area with a clear view of a house in the background, surrounded by palm trees and greenery.

A spacious room with a large bed, a sofa, a chair, a small table, and a television.

2. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.5 km from Sails To Rails Museum at Flagler Station

Robin

NT$4,714

NT$5,304 total

includes taxes & fees

Sep 9 - Sep 10

A pool area with lounge chairs and a table, surrounded by palm trees.

A hotel room with a large bed, a nightstand, a desk, a bathroom with a shower, and a painting of a pier over water on the wall.

A building with a neon sign that reads "Orchid Key Inn."

A neon sign for Orchid Key Inn with a 'VACANCY' sign below it.

3. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 1.2 km from Sails To Rails Museum at Flagler Station

Nicholas

NT$5,671

NT$6,380 total

includes taxes & fees

Sep 7 - Sep 8

A covered porch with white railings, a ceiling fan, and a table with chairs.

A tree with green foliage and red flowers.

A room with a wooden floor, a sofa with patterned cushions, a table, a chair, a lamp, and a window with blinds.

A two-story house with a porch, a large tree, and a fire hydrant.

4. The Porch on Frances Inn

Old Town Key West, 0.5 km from Sails To Rails Museum at Flagler Station

Corrynne

NT$3,565

NT$4,960 total

includes taxes & fees

Sep 7 - Sep 8

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

A colonial-style building with a porch, surrounded by lush tropical vegetation.

A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.

A bar area with a counter, chairs, and a clock.

5. The Gardens Hotel

Downtown Key West, 0.8 km from Sails To Rails Museum at Flagler Station

Jason

NT$5,310

NT$5,973 total

includes taxes & fees

Sep 7 - Sep 8

A two-story house with a covered porch, a brick pathway, and a large tree.

A restaurant with multiple tables set for dining, a wine bottle, and a glass of wine on the table.

A poolside area with a swimming pool, a staircase leading to a deck, and a building with multiple windows and balconies.

A hotel room with two beds, a ceiling fan, a large window with a view of palm trees, and a painting on the wall.

6. The Marquesa Hotel

Old Town Key West, 0.5 km from Sails To Rails Museum at Flagler Station

LISA

NT$6,077

NT$8,616 total

includes taxes & fees

Sep 21 - Sep 22

A porch with a white railing, a bench, and a flag.

A living room with a sofa, a glass coffee table, a TV, and a painting on the wall.

A spacious bedroom with a large bed, a sitting area with a sofa and armchairs, and a dining area with a table and chairs.

A two-story white house with green shutters, a wooden door, and a white picket fence.

7. The Conch House Heritage Inn

Old Town Key West, 1 km from Sails To Rails Museum at Flagler Station

John

NT$5,619

NT$6,322 total

includes taxes & fees

Sep 13 - Sep 14

A modern outdoor area with a pool, lounge chairs, and a bar area.

A modern hotel with a prominent glass facade, palm trees, and a clear sky.

A modern hotel room with a bed, sofa, coffee table, and artwork.

An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

8. H2O Suites - Adults Only

Uptown - Upper Duval, 1.4 km from Sails To Rails Museum at Flagler Station

Kourosh

NT$8,828

NT$12,067 total

includes taxes & fees

Sep 7 - Sep 8

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

A lush garden with a variety of tropical plants and a paved walkway.

A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

9. Duval House

Downtown Key West, 1 km from Sails To Rails Museum at Flagler Station

Robert

NT$3,132

NT$4,204 total

includes taxes & fees

Sep 8 - Sep 9

A tropical outdoor area with palm trees, hanging plants, and string lights.

A wooden deck with lush greenery and a pool area.

A large, two-story building with a balcony, surrounded by dense tropical foliage.

An outdoor patio with a table and chairs, surrounded by lush greenery and string lights.

10. Douglas House - Adults Only

Uptown - Upper Duval, 1.3 km from Sails To Rails Museum at Flagler Station

michael

NT$3,729

NT$4,614 total

includes taxes & fees

Sep 8 - Sep 9

A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

A spacious living room with a wooden ceiling, white sofas, a patterned armchair, a glass coffee table, and a large painting on the wall.

A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.

A narrow room with a bed, a potted plant, and a window with blinds.

11. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Old Town Key West, 0.5 km from Sails To Rails Museum at Flagler Station

Jaime

NT$3,104

NT$4,687 total

includes taxes & fees

Sep 8 - Sep 9

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

A pool area with lounge chairs and a wooden building with balconies.

A garden with a pond, rocks, and various plants.

A covered walkway with a wooden ceiling, white railings, and a brick path.

12. Island City House Hotel

Historic Seaport, 0.3 km from Sails To Rails Museum at Flagler Station

Paul

NT$4,865

NT$5,473 total

includes taxes & fees

Sep 7 - Sep 8

A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

A breakfast buffet with a variety of fruits, pastries, and beverages on a wooden deck with a view of a lush garden and a pool.

A wooden door with glass panels, leading to an interior space with furniture and plants.

A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

13. Tropical Inn

Downtown Key West, 1 km from Sails To Rails Museum at Flagler Station

Anthony

NT$4,816

NT$6,209 total

includes taxes & fees

Sep 7 - Sep 8

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

A row of blue bicycles parked under a tree, with a white fence and a building in the background.

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

A covered outdoor area with a wooden staircase, seating, and potted plants.

14. The Grand Guesthouse

Old Town Key West, 1.2 km from Sails To Rails Museum at Flagler Station

Travis

NT$4,879

NT$6,280 total

includes taxes & fees

Sep 7 - Sep 8

A room with a bed, a ceiling fan, and a window with blinds.

A room with a yellow armchair, a glass coffee table, and a view of a wooden deck and tropical plants.

A cozy outdoor seating area with a wooden bench and a table, surrounded by potted plants and a coffee and tea sign.

A poolside area with lounge chairs, a covered seating area, and a small pool.

15. The Mermaid & Alligator

Old Town Key West, 0.9 km from Sails To Rails Museum at Flagler Station

Johnny

NT$5,695

NT$6,407 total

includes taxes & fees

Sep 7 - Sep 8

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

A two-story yellow house with a porch, white railings, and green shutters.

A hotel with a pool, bicycles, and lush greenery.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

16. Silver Palms Inn & Historic Homes

Old Town Key West, 1 km from Sails To Rails Museum at Flagler Station

Shawn

NT$2,534

NT$4,987 total

includes taxes & fees

Sep 8 - Sep 9

A pool area with lounge chairs and palm trees.

A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

A sign for Santa Maria Resort surrounded by lush greenery and palm trees.

17. Santa Maria Suites

Uptown - Upper Duval, 1.6 km from Sails To Rails Museum at Flagler Station

June Young

NT$8,828

NT$12,067 total

includes taxes & fees

Sep 7 - Sep 8

A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.

A two-story house with a white exterior, a green roof, and a staircase leading to the upper floor.

A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

18. Westwinds Inn

Historic Seaport, 0.2 km from Sails To Rails Museum at Flagler Station

John

NT$3,678

NT$4,138 total

includes taxes & fees

Sep 13 - Sep 14

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

A large, two-story house with a prominent tower and a covered porch.

A grand staircase with ornate railings and a chandelier.

19. Southernmost House - Adult Exclusive

Uptown - Upper Duval, 1.6 km from Sails To Rails Museum at Flagler Station

Mark

NT$4,407

NT$8,963 total

includes taxes & fees

Sep 20 - Sep 21

A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

A spacious living room with a high ceiling, a ceiling fan, a large painting, a sofa, a coffee table, and a dining area with a table and chairs.

A cozy living room with a wooden ceiling, a sofa set, two side tables with lamps, and framed artwork on the wall.

A hotel room with a bed, a nightstand, a chair, a small table, and a ceiling fan.

20. Ambrosia Key West

Old Town Key West, 0.4 km from Sails To Rails Museum at Flagler Station

Kate

NT$4,248

NT$4,779 total

includes taxes & fees

Sep 8 - Sep 9

View all properties

Compare popular hotels close to Sails To Rails Museum at Flagler Station

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	10.0 Exceptional 1,012 reviews	View
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,005 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,007 reviews	View
The Porch on Frances Inn	9.8 Exceptional 139 reviews	View
The Gardens Hotel	9.8 Exceptional 1,003 reviews	View

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"I loved the location. Room was wonderful however we did not have internet and use of television. Ice machine was inoperable."

Eden House

10/10 Excellent

"Beautiful place to stay very clean great pool and staff is outstanding would highly recommend. Big shout out Gemma she was fabulous"

Pier House Resort & Spa

10/10 Excellent

"Great place , beach , pool are the best"

The Garden House

10/10 Excellent

"This spot is a GEM. Sammy Miami is a GEM. Consistent, fun, relaxed environment, great location and breakfast. Always a pleasure!!"

Island City House Hotel

10/10 Excellent

"Nice place, quiet, great staff"

Heron House - Adult Only

10/10 Excellent

"We love staying here. Other guests have always been friendly and it’s so relaxed it’s always a great time!"

The Independent Inn - Formerly Heron House Court

10/10 Excellent

"It was such a nice place to stay and so peaceful. Emma was wonderful and gave me flowers for my birthday! They are working to do more to the place to make it even nicer. Great place for a great price. You can walk all over Old Town easily from here."

Ocean Key Resort - A Noble House Resort

10/10 Excellent

"The staff truly went above and beyond to make sure we had a great experience. It’s clear that customer service is a priority here. We enjoyed every minute of our visit and would definitely recommend this resort to anyone looking for a relaxing getaway with excellent service and wonderful amenities. We can’t wait to return!"

Westwinds Inn

10/10 Excellent

"Everything was great from the staff to the accommodations we will be returning in 2027"

Other attractions near Sails To Rails Museum at Flagler Station

Key West Historic Seaport

Find out about the history of Key West with a stop at Key West Historic Seaport. Discover the area's lively bars and its entertainment choices.

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Schooner Western Union

8.0/10 (1 review)

Learn about the local history of Key West when you spend time at Schooner Western Union. Stroll along the area's seaside or experience its lively festivals.

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Key West Bight Marina

Explore the waterfront in Key West with a trip to Key West Bight Marina. Discover the area's beautiful sunsets, or seek out its biking trails.

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Donkey Milk House

7.4/10 (6 reviews)

You can spend an afternoon exploring the galleries in Donkey Milk House during your trip to Key West. Discover the area's beautiful sunsets, or seek out its biking trails.

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Papa's Pilar Rum Distillery Hemingway Rum Company

You can take time to visit Papa's Pilar Rum Distillery Hemingway Rum Company during your travels to Key West. In the area, take in the great live music and beautiful sunsets.

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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.

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The Key West Theater

You can make plans for a show at The Key West Theater on your trip to Key West. Discover the area's great live music, or seek out its biking trails.

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Sloppy Joe's Bar

Sloppy Joe's Bar is just one of the places to see in Key West, so why not enjoy the other things to explore during your travels? Experience the area's great live music and entertainment choices.

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Frequently asked questions

What's the area like around Sails To Rails Museum at Flagler Station?

Sails To Rails Museum at Flagler Station is located in an area of Key West known for its beautiful ocean views, bar scene, and lively festivals. If you're looking for a convenient place to stay, check out the 1683 hotels and other accommodations you'll find within a mile.

Where is the best place to stay near Sails To Rails Museum at Flagler Station?

Adjacent to Sails To Rails Museum at Flagler Station, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveler data, and this resort offers a marina and a full-service spa. Other good options within a short distance include Pier House Resort & Spa and The Marker Key West Harbor Resort.

How many hotels are there near Sails To Rails Museum at Flagler Station?

Expedia has 1683 hotels and other accommodations within a mile from Sails To Rails Museum at Flagler Station.

If I need to cancel the hotel reservation for my stay near Sails To Rails Museum at Flagler Station, will I receive a refund?

Yes! Most hotel bookings are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Add dates, click "Search", then use the "fully refundable" filter to view the best deals available near Sails To Rails Museum at Flagler Station.

Where can I learn more about changing or cancelling my trip in the area near Sails To Rails Museum at Flagler Station?

For additional details about rescheduling or cancelling your stay near Sails To Rails Museum at Flagler Station, click here.

What can I see and do near Sails To Rails Museum at Flagler Station?

Key West Shipwreck Museum, Mel Fisher Maritime Museum, and Harry S. Truman Little White House feature captivating exhibits. Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Fort Zachary Taylor Historic State Park are well-known local landmarks worth a visit. You can check out the local talent at Waterfront Playhouse, The Key West Theater, and Red Barn Theater.

Find hotels near Sails To Rails Museum at Flagler Station, Key West from NT$4,138

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sails To Rails Museum at Flagler Station hotels

1. Almond Tree Inn Hotel - Adults Only

2. Simonton Court Historic Inn & Cottages

3. Orchid Key Inn - Adults Only

4. The Porch on Frances Inn

5. The Gardens Hotel

6. The Marquesa Hotel

7. The Conch House Heritage Inn

8. H2O Suites - Adults Only

9. Duval House

10. Douglas House - Adults Only

11. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

12. Island City House Hotel

13. Tropical Inn

14. The Grand Guesthouse

15. The Mermaid & Alligator

16. Silver Palms Inn & Historic Homes

17. Santa Maria Suites

18. Westwinds Inn

19. Southernmost House - Adult Exclusive

20. Ambrosia Key West

Compare popular hotels close to Sails To Rails Museum at Flagler Station

Top Sails To Rails Museum at Flagler Station Hotel Reviews

Southernmost Beach Resort and Guesthouses

Eden House

Pier House Resort & Spa

The Garden House

Island City House Hotel

Heron House - Adult Only

The Independent Inn - Formerly Heron House Court

Ocean Key Resort - A Noble House Resort

Westwinds Inn

Other attractions near Sails To Rails Museum at Flagler Station

Key West Historic Seaport

Schooner Western Union

Key West Bight Marina

Donkey Milk House

Papa's Pilar Rum Distillery Hemingway Rum Company

The Kite House

The Key West Theater

Sloppy Joe's Bar

Frequently asked questions

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