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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Southwest Florida Vacations

Pack those stellar shades. We have Southwest Florida 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 Southwest Florida – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Southwest Florida 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 Southwest Florida

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 Southwest Florida 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 Southwest Florida well.

Southwest Florida Flight + Hotel Packages

Southwest Florida Vacation Packages 3-4 Night Stays

Last Minute Hotel Deals

See all 19,436 Properties in Southwest Florida

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.

Frequently Asked Questions About Southwest Florida

When is the best time of the year to find Southwest Florida vacation package deals?

is the best time to find cheap Southwest Florida vacation deals.

When are the high and low seasons for Southwest Florida vacations?

are the busiest months for Southwest Florida vacations, but have the smallest crowds.

Where can I find the best last minute vacation deals for Southwest Florida?

Only on Hotwire can you find last minute vacations from over 19436 Southwest Florida destinations.

What if I have to cancel my trip to Southwest Florida?

The fastest path to canceling your booking is through one of our self-serve tools found at https://vacation.hotwire.com/lp/coronavirus-travel

Southwest Florida Vacations

Pack those stellar shades. We have Southwest Florida 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 Southwest Florida – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Southwest Florida 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 Southwest Florida

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 Southwest Florida 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 Southwest Florida well.

Southwest Florida Flight + Hotel Packages

Southwest Florida Vacation Packages 3-4 Night Stays

Last Minute Hotel Deals

See all 19,436 Properties in Southwest Florida

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.