Sunset Key Vacations from $896
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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.
Ridley House - Key West Historic Inns
Key West Historic District
Price was $1,225, price is now $896 per person
$896
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (940 reviews)
My husband, friends, and I had a lovely stay at Ridley House. Loved the historic charm and Key West vibe of the house. The A/C wasn’t working well in our room the first night of our stay, but they got it working the second day. The continental breakfast was fantastic, with lots of items to choose from. It’s also in a wonderful location… only two blocks from Duval and a short walk to Mallory Square. We would definitely stay here again and recommend Ridley House to others.
Reviewed on Jul 29, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,329, price is now $1,502 per person
$1,502
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Coconut Beach Resort
Old Town Key West
Save 100% on your flight
Price was $1,611, price is now $1,145 per person
$1,145
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (211 reviews)
Había sargazo y no se podía usar la picina por qué el olor era demasiado fuerte, el aire acondicionado de la habitación estaba dañado y solo tenían una unidad portátil dentro de el cuarto que se notaba que llevaba algún tiempo puesta por el tape y todo, la ducha no funcionaba bien, no hay elevador y hay mil escaleras… No me fui porque era solo por una noche y pagué un precio alto por ser 4 de Julio pero para quedarse por varios días no hubiera podido con tantas cosas mal. El personal muy chevere, la localización muy buena, la picina muy linda.
Reviewed on Jul 26, 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
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.
Sunset Key Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $237 total per night from Aug 18 to Aug 19
$237 total
Aug 18 - Aug 19
Total with taxes and fees
8.8/10 Excellent! (3,495 reviews)
"Excellent location, great service"
Reviewed on Jul 30, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Aug 17 to Aug 18
$227 total
Aug 17 - Aug 18
Total with taxes and fees
8.6/10 Excellent! (2,388 reviews)
"I initially booked a 4 night stay but found other accommodations after two nights. The room was clean. The kitchen had updated appliances. The bathroom jetted tub however had dirty jets and we didn’t use it. The patio furniture had seen better days. These things were not deal breakers for us though. ..."
Reviewed on Jul 29, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $187 total per night from Aug 30 to Aug 31
$187 total
Aug 30 - Aug 31
Total with taxes and fees
8.6/10 Excellent! (2,584 reviews)
"Our room is clean and the sheets are new. The amenities are great. Most important, the staffs are very friendly and helpful… it gives beauty to the place."
Reviewed on Jul 29, 2026
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.
Things to do
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
96% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travellers recommend
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- Oldest House Museum and Garden
- Clarence S. Higgs Memorial Beach Park
- Curry Mansion Museum
- Robbie's
- Duval Street
- Key West Vacations
- Harry S. Truman Little White House
- Key West Cemetery
- Boca Chica Nude Beach
- San Carlos Institute - Casa Cuba
- Key West Historic District Vacations
- Saint Mary Star of the Sea
- South Beach
- Audubon House and Tropical Gardens
- Ernest Hemingway Home and Museum
- Florida Keys Eco - Discovery Center
- Key West Butterfly and Nature Conservatory
- Mel Fisher Maritime Museum
- Visit Key West
- Museum of Art & History at the Custom House
- Smathers Beach
- Fort East Martello Museum and Gallery
- Jackson Square
- Key West Burlesque Theater
- Old Town Key West Vacations
- Southernmost Point
- All inclusive Vacation Packages Key West
- Red Barn Theater
- Schooner Western Union
- Mallory Dock
- Mallory Square
- Bahama Village Vacations
- The Kite House
- Key West Firehouse Museum
- Key West Museum of Art and History
- Sails To Rails Museum at Flagler Station
- Tennessee Williams Key West Exhibit
- Key West Shipwreck Museum
- Key West National Wildlife Refuge
- Visit Downtown Key West
- Key West Lighthouse and Keeper's Quarters Museum
- Custom House Museum
- Waterfront Playhouse
- Fort Zachary Taylor Historic State Park
- Donkey Milk House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.