Key West Vacations
Pack those stellar shades. We have Key West vacation deals for you!
If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Key West – great memories and a tall tale or two.
Hotwire can help you find your travel bliss with Key West vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!
Pack everything you want – then take half of it out
We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.Bring comfortable walking shoes on your trip to Key West
No one should have to endure walking tours in dress shoes or high heels. No one.Bring photocopies of your passport or license
You flew home from a great Key West vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.Don’t underestimate the power of earplugs
Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.Always carry some cash
You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.Explore like a local
Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Key West well.Key West Flight + Hotel Packages
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,181
The price now is $902 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,181
The price now is $902 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$951
The price now is $777 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,199
The price now is $985 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$833
The price now is $694 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,340
The price now is $1,123 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,683
The price now is $1,422 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$878
The price now is $753 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,157
The price now is $1,021 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,112
The price now is $982 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,097
The price now is $996 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$843
The price now is $767 per personFlight + Hotel
Key West Vacation Packages 5-7 Night Stays
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,181
The price now is $902 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,181
The price now is $902 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$951
The price now is $777 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,199
The price now is $985 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$833
The price now is $694 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,340
The price now is $1,123 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,683
The price now is $1,422 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$878
The price now is $753 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,157
The price now is $1,021 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,112
The price now is $982 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,097
The price now is $996 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$843
The price now is $767 per personFlight + Hotel
Last Minute Hotel Deals
Estimated price for 1 night/2 adults
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Book your Key West Vacation
Other Hotels in Cities Near Key West
- Florida Keys Hotels
- South Florida Hotels
- Little Torch Key Hotels
- Big Pine Key Hotels
- Sugarloaf Key Hotels
- Gulf Coast Hotels
- Southeastern United States Hotels
- Cudjoe Key Hotels
- Ramrod Key Hotels
- Summerland Key Hotels
- Stock Island Hotels
- Gulf of Mexico Hotels
- Fleming Key Hotels
- The South Hotels
- Lower Keys Hotels
- Dredgers Key Hotels
- Big Torch Key Hotels
- Raccoon Key Hotels
Hotels in Neighborhoods Near Key West
Hotels Near Points of Interest in Key West
- Hotels near Duval Street
- Hotels near Smathers Beach
- Hotels near Southernmost Point
- Hotels near South Beach
- Hotels near Mallory Square
- Hotels near Dry Tortugas National Park
- Hotels near Higgs Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Key West Harbour
- Hotels near Key West Aquarium
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Key West Golf Club
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Harry S. Truman Little White House
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Shipwreck Museum
- Hotels near Ripley's Believe It or Not
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Key West Cemetery
Featured Deals on Theme Vacations
Key West Vacations
Pack those stellar shades. We have Key West vacation deals for you!
If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Key West – great memories and a tall tale or two.
Hotwire can help you find your travel bliss with Key West vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!
Pack everything you want – then take half of it out
We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.Bring comfortable walking shoes on your trip to Key West
No one should have to endure walking tours in dress shoes or high heels. No one.Bring photocopies of your passport or license
You flew home from a great Key West vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.Don’t underestimate the power of earplugs
Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.Always carry some cash
You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.Explore like a local
Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Key West well.Key West Flight + Hotel Packages
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,181
The price now is $902 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,181
The price now is $902 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$951
The price now is $777 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,199
The price now is $985 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$833
The price now is $694 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,340
The price now is $1,123 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,683
The price now is $1,422 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$878
The price now is $753 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,157
The price now is $1,021 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,112
The price now is $982 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,097
The price now is $996 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$843
The price now is $767 per personFlight + Hotel
Key West Vacation Packages 5-7 Night Stays
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,181
The price now is $902 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,181
The price now is $902 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$951
The price now is $777 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,199
The price now is $985 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$833
The price now is $694 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,340
The price now is $1,123 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,683
The price now is $1,422 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$878
The price now is $753 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,157
The price now is $1,021 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,112
The price now is $982 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$1,097
The price now is $996 per personFlight + Hotel
Sun, Jul 12 - Sat, Jul 18
Indianapolis Intl. - Key West Intl.
$843
The price now is $767 per personFlight + Hotel
Last Minute Hotel Deals
Estimated price for 1 night/2 adults
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Book your Key West Vacation
Other Hotels in Cities Near Key West
- Florida Keys Hotels
- South Florida Hotels
- Big Pine Key Hotels
- Little Torch Key Hotels
- Sugarloaf Key Hotels
- Gulf Coast Hotels
- Southeastern United States Hotels
- Cudjoe Key Hotels
- Summerland Key Hotels
- Stock Island Hotels
- Ramrod Key Hotels
- Gulf of Mexico Hotels
- Fleming Key Hotels
- The South Hotels
- Lower Keys Hotels
- Dredgers Key Hotels
- Big Torch Key Hotels
- Raccoon Key Hotels
Hotels in Neighborhoods Near Key West
Hotels Near Points of Interest in Key West
- Hotels near Duval Street
- Hotels near Smathers Beach
- Hotels near Southernmost Point
- Hotels near South Beach
- Hotels near Mallory Square
- Hotels near Dry Tortugas National Park
- Hotels near Higgs Beach
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Key West Harbour
- Hotels near Key West Aquarium
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Key West Golf Club
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Harry S. Truman Little White House
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Shipwreck Museum
- Hotels near Ripley's Believe It or Not
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Key West Cemetery