Sunset Key Vacations from $912
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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.
The Gardens Hotel
Old Town Key West
$1,350
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Great historical Key West vibe. The staff are excellent and knowledgeable. It was a great find.
Reviewed on Sep 17, 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.
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.
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.
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.
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
$225 nightly
$253 total
Sep 28 - Sep 29
Total with taxes and fees
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$160 nightly
$180 total
Sep 20 - Sep 21
Total with taxes and fees
8.6/10 Excellent! (2,678 reviews)
"I stayed with my fiancée Labor Day weekend and we had an okay stay. Paying extra breakfast was not worth it. Some staff were great others were rude specially the servers at the breakfast bar."
Reviewed on Sep 19, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$234 nightly
$263 total
Oct 4 - Oct 5
Total with taxes and fees
8.8/10 Excellent! (1,790 reviews)
"Great little place with very cute vibes and super friendly staff."
Reviewed on Sep 18, 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
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% 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.