
Monroe County Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top places to visit in Monroe County
Monroe County Vacation Package Deals
One-stop vacation shopping with Orbitz will give you direct access to Monroe County packages from $658, but the real beauty of a package vacation is that Orbitz does all the searching for you.
Gone are the days of hunting for a flight and hotel separately, comparing hundreds of flight sales and hotel deals, with the added pressure of keeping track of all those pesky reference numbers. Check out an all-inclusive resort hotel package, where the price will also cover your food, drink, and activities, or a simple flight and hotel package, and enjoy the luxury of having all your essential information in one place.
Whether you’re planning on visiting Monroe County in peak season () or you want to avoid the crowds and go during the quieter months (), you can customize your package to your own unique travel needs.
Don’t forget to join Orbitz Rewards and start earning Orbucks to spend on bookings for over 350,000 hotels across the world. For each dollar you spend, you instantly earn 1 Orbuck, which you can redeem at your convenience. Being an Orbitz Reward member also means you get access to exclusive deals with Insider Prices as well as VIP Hotel benefits and upgrades.
When you book a package deal with Orbitz, not only are you in for a quick and easy booking process, but you also get the chance to make some great savings. And since the flight and hotel are paid for upfront and in one place, managing your budget will be a breeze.
Top Monroe County vacation package deals

Iberostar Waves Berkeley Shore
Feb 17 - Feb 21
Boston (BOS) to Miami (MIA)
Miami (MIA) to Boston (BOS)
Reviewed on Apr 19, 2025

The Club at Brickell Bay by Palermo Home
Jan 22 - Jan 28
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Miami (MIA) to Newark Liberty Intl. Airport (EWR)

Iberostar Waves Miami Beach
Dec 29 - Jan 6
Boston (BOS) to Miami (MIA)
Miami (MIA) to Boston (BOS)
Reviewed on Nov 30, 2024

Hawks Cay Resort
Feb 16 - Feb 19
Boston (BOS) to Miami (MIA)
Reviewed on Mar 21, 2025

Henrosa Hotel
Jan 7 - Jan 14
Boston (BOS) to Miami (MIA)
Miami (MIA) to Boston (BOS)
Reviewed on Aug 20, 2025
Top rated hotels for your Monroe County vacation package

Blue Flamingo Resort Key West

Hilton Garden Inn Key West / The Keys Collection

Beachside Resort & Residences
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