Sunset Key Vacation Packages 2026 from $732

Photo by Russell Hewatt

Your Sunset Key Vacation

Let our Sunset Key vacation packages take you to a destination where long-lasting memories are waiting to be made. While it's especially renowned for its coastal beaches, there's plenty to love about this neighborhood. Not sure where to go during your trip to Sunset Key? Nearby attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are great places to start. No matter what your dream Sunset Key vacation may look like, you can turn it into reality with Expedia.

The Latest Sunset Key Vacation Packages

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

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

$732

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (981 reviews)

Great stay 2nd year in a row! This time I enjoyed the bar and specialty drinks! Staff excellent as well!

Reviewed on Aug 28, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,895

per person

Sep 29 - Oct 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (562 reviews)

Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

The Perry Hotel & Marina Key West

Save 100% on your flight

$851

per person

Sep 29 - Oct 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,335 reviews)

Kona Kai Oasis

Old Town Key West

Save 100% on your flight

$786

per person

Sep 29 - Oct 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8/10 Very Good! (651 reviews)

Extremely poor check in process and awful after hours communication

Reviewed on Aug 29, 2026

Southernmost House - Adult Exclusive

Old Town Key West

Save 100% on your flight

$1,326

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

Super nice and clean, staff was wonderful w knowledge of the history of the mansion

Reviewed on Aug 24, 2026

Where to stay in Sunset Key

Find the best Sunset Key areas and neighborhoods for the activities you enjoy most. Learn more about Sunset Key

A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.

A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Sunset Key Hotel Deals

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$210 nightly

$237 total

Sep 8 - Sep 9

Total with taxes and fees

8.6/10 Excellent! (3,548 reviews)

"Everything was wonderful except the private beer area. We could not use it because of the sargassum and I wish they would have sent a message so we could have planned better. It was one of the reasons I booked there. If we could have used the beach it would have been a 10/10. Cleaning took a while ..."

Reviewed on Aug 30, 2026

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$124 nightly

$140 total

Sep 9 - Sep 10

Total with taxes and fees

8.2/10 Very Good! (2,362 reviews)

"Todo Super bien; el personal que trabaja en la instalación te hacen sentir como en casa muy acogedor; tranquilo y un servicio increíble"

Reviewed on Aug 30, 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$195 nightly

$220 total

Aug 31 - Sep 1

Total with taxes and fees

9/10 Wonderful! (1,854 reviews)

"Rooms were clean and well kept, the only complaint is the water in the shower took approximately 5 min to warm up. Had to turn water on and let it run. Pool was spacious and DJ played a variety of music. We would stay here again."

Reviewed on Aug 30, 2026

See all 2,669 properties in Sunset Key

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.