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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
182 customers have saved 100% on their flight when booking a Flight + Hotel together this year!
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182 customers have saved 100% on their flight when booking a Flight + Hotel together this year!

2021 Islamorada vacation packages

Islamorada Vacation Deal FAQ's

Where to find Islamorada package deals?

On CheapTickets, you can find package deals in Islamorada as low as $1,202!

When is peak season in Islamorada?

July, June, August are very popular times to visit Islamorada.

When is the best time to visit Islamorada?

If you're looking for cheap vacations to Islamorada, September is the best time to visit Islamorada.

When is the worst time time to visit Islamorada?

Prices for Islamorada vacations can peak during March.

When is low season in Islamorada?

We have found December, November, October to be the least-crowded time of the year to visit Islamorada.

Your Islamorada Vacation Guide

Where is Islamorada?

Cheap, cheap, cheap! No matter what you're searching for, we've got the best deals for your amazing vacation in Islamorada.

994 miles to the north of Islamorada is Washington. Key Largo is another nearby city, just 16 miles to the north-east.

Ready to meet some of the locals? 7,100 people call this part of Monroe County home.

Cheap Things to do in Islamorada

Don't worry about tickets, booking fees and budget-busting tourist traps! With our list of free things to see in or near Islamorada, you'll be ahead of the crowd with some of the best cheap travel hacks:

  • Eager to experience the past? If you're a fan of uncovering a slice of local history through its landmark sites, add the Hurricane Monument to your must-do list.
  • There's nothing quite like the stillness of a holy site. See if you can have a peek inside Matecumbe United Methodist Church and find out about the area's religious leanings.
  • Lignumvitae Key Botanical State Park is one of the region's most beautiful natural features. Visit to admire stunning natural views and fill your lungs with fresh air!
  • You needn't be an avid green thumb to appreciate a few hours surrounded by greenery. Harry Harris Park and Islamorada County Park are some of the best spots to take a break from the noise of the main streets.

Cheap Islamorada Vacation Package Deals

Are you over making compromises on quality just to save your cash? Relax, CheapTickets has your back. When you travel with us, there's no need to sacrifice comfort or break the bank.

Would you like a world of options on accommodations and flights? Our 500 airline partners and 500,000 global properties offer a huge array of choice. You can also save up to $290^ when you combine your bookings into a package.

Score yourself amazing value with our Price Guarantee. If you stumble upon your package for a lower rate within 48 hours of booking, we'll match that offer and reimburse the difference.

Get CheapCash

How's this for a nice perk? Our rewards program not only takes precious dollars off your next qualifying CheapTickets hotel stay, it also works together with our other promotions. All you've got to do is book those flights!

You're just a couple of clicks away from a membership with a loyalty club that actually gives you rewards you'll be keen to use! To start accruing savings on all eligible bookings, as well as unlocking exclusive bonus offers and perks, all you need to do is join CheapCash after you log in or sign up for free — being thrifty has never been simpler!

Cheap Car Rentals in Islamorada

We understand — you've already had to part with enough of your hard-earned savings on your big adventure, so you have no interest in spending a ton on cabs. Luckily for you, Islamorada has some good car rental places which should ease the load on your vacation account.

Cheap Hotels in Islamorada

You won't have any hassles snagging one of the 35 hotels in Islamorada. That said, try not to leave it too late! Your budget-friendly vacation beckons!

Our recommendations are the Cheeca Lodge & Spa and the Hadley House Islamorada for your island stay.

Cheap Hotels for your vacation in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    4.0 out of 5.0
    4.2 out of 5 (10 reviews)

    Nestled on the beach, this Islamorada resort is 0.4 mi (0.7 km) from Hurricane Monument and 2.9 mi (4.7 km) from Theater of the Sea. Bud n' Mary's Dive Center ...


    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
      3.5 out of 5.0
      5.0 out of 5 (3 reviews)

      Nestled on the beach, this Islamorada hotel is within 2 mi (3 km) of Bud n' Mary's Dive Center, Hurricane Monument, and Florida Keys Brewing Co.. Lignumvitae ...


      ^Savings based on all package bookings made with Flight + Hotel on from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. 

      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.