Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
24 North Hotel Key West - Newly Renovated
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Smathers Beach and Duval Street are located nearby.
Ella's Cottages - Key West Historic Inns
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Ibis Bay Beach Resort
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Smathers Beach and Duval Street are located nearby.
The Gates Hotel Key West Newly Renovated
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Smathers Beach and Duval Street are located nearby.
Paradise Inn Key West - Adults Only
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Ernest Hemingway Home and Museum and Duval Street are located nearby.
Oceans Edge Key West Resort, Hotel & Marina
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Smathers Beach and Southernmost Point are located nearby.
The Southernmost Inn - Adults Only
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Southernmost Point and Ernest Hemingway Home and Museum are located nearby.
Douglas House
Save 100% on your flight
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ernest Hemingway Home and Museum and Southernmost Point are located nearby.
Key West Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Key West Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Apr 22 - Wed, Apr 30
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago
Tue, Apr 22 - Wed, Apr 30
ORD
O'Hare Intl.
EYW
Key West Intl.
$201 Roundtrip, found 2 days ago
$201
Roundtrip
found 2 days ago
Tue, Feb 25 - Wed, Mar 5
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Tue, Feb 18 - Wed, Feb 19
BOS
Logan Intl.
EYW
Key West Intl.
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
Discover Other Travel Deals
- Duval Street Vacations
- Mallory Square Vacations
- Smathers Beach Vacations
- Southernmost Point Vacations
- Ernest Hemingway Home and Museum Vacations
- Dry Tortugas National Park Vacations
- Fort Zachary Taylor Historic State Park Vacations
- Clarence S. Higgs Memorial Beach Park Vacations
- Key West Golf Club Vacations
- South Beach Vacations
- Harry S. Truman Little White House Vacations
- Stock Island Yacht Club & Marina Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Key West
- Car rentals in Florida Keys
- Car rentals in Summerland Key
- Car rentals in Big Pine Key
- Car rentals in South Florida
- Car rentals in Gulf Coast
- Car rentals in Cudjoe Key
- Car rentals in Sugarloaf Key
- Car rentals in Stock Island
- Car rentals in Southeastern United States
- Car rentals in Little Torch Key
- Car rentals in Gulf of Mexico
- Car rentals in Cow Key