Florida Keys Holiday Packages

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Holidays To Florida Keys

The Florida Keys are a strip of islands at the southernmost point of Florida.

Once you pay a visit to this—the only living reef in the continental U.S.--you'll enjoy its endless blue waters, postcard-perfect sunsets and wild habitats. A Florida Keys holiday might include stops in Key Largo, the island village of Islamorada, Big Pine Key, Sugarloaf, and the iconic Key West. But these popular spots are just the tip of the proverbial reef as the Keys is a land of many adventures—and some paths are more travelled than others.

Things to do

Kick off your Florida Keys holidays in mainland Florida. If you land at Orlando International Airport, snag one of our Orlando car hire deals and start cruising in style. You'll cruise down the Overseas Highway, a 182-kilometre bridge that crosses islets of coral and limestone. Exit for attractions along the way: Explore the boardwalk in Key Largo, visit the Theatre of the Sea in Islamorada, and feed the deer in Big Pine Key (these tiny antlered creatures are exclusive to the Keys). You might hike the trails in Sugarloaf or Marathon and take a picnic for the beach. If you proceed to Key West, take a tour of the Ernest Hemingway House and the neighbouring Audubon House to learn some island history.

Shopping, dining & nightlife

"It's five o'clock somewhere" is a mantra throughout the Keys. Restaurants are open all hours to serve local seafood (conch chowder is a favourite) and a multitude of ethnic fare. Cuban, Caribbean, Thai and Japanese eateries are popular spots for tourists and locals alike. You'll also find plenty of American pubs that offer up the infamous "cheeseburger in paradise," in tribute to the endearing Jimmy Buffet song (he's a frequent visitor to Key West).

Florida Keys holiday packages provide heaps of places to shop at, so keep that credit card ready. Stop in Key Largo or Sugarloaf to pick out some flip-flops or a new bathing suit and stock up on seashells. Commerce is liveliest close to mainland and in the lower Keys you'll find major retailers in these areas alongside independent small businesses that sell clothing, botanicals and other goods. If you love art, visit the local galleries. Find a print you just have to have? They’ll pack and ship your masterpieces back home to you.

Florida Keys packages aren’t complete without time spent on the water. Check out local evening escapes like schooner rides, wine tastings, and party cruises where you can sing and celebrate on the water. For late-night thrills, visit Key West where the Duvall Street party never ends—note that some of the bars are clothing-optional. In others, you can dance on the tables and raise a toast when the roosters crow (which is often, as many chickens live in the streets).

What's next?

Whether you’re ready to snag one of our Florida Keys deals or just want to spoil your family with Orlando holiday packages, Wotif has your back. Book your getaway today and head for sunny Florida tomorrow!

Top Florida Keys hotels

Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
Fully refundableReserve now, pay when you stay
The price is AU$269 per night from 16 Nov to 17 Nov
AU$269
16 Nov - 17 Nov
includes taxes & fees
Lime Tree Bay Resort: Pet-friendly resort with free WiFi and free parking. Located by the sea.
"The room was nice, the bed was comfortable, and the views were beautiful. The beach area wasn't what we hoped for. We would have loved to have more access to the ocean. We also wanted more bottled water for the room and was told we had to bring our empty bottles and refill them in the office. Room ..."

Reviewed on 12 Nov 2026

Opens in a new windowLime Tree Bay Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
The price is AU$406 per night from 15 Nov to 16 Nov
AU$406
15 Nov - 16 Nov
includes taxes & fees
Isla Bella Beach Resort & Spa: Luxury hotel with free WiFi and 5 outdoor pools. Located by the ocean.
"Truly a unique resort within the keys. It’s located such that there are many things to do nearby, or you can stay on the property and get anything you need. Staff were very friendly and responded to your questions and requests. The gated property provides seclusion which is sometimes hard to find ..."

Reviewed on 12 Nov 2026

Opens in a new windowIsla Bella Beach Resort & Spa
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

3 out of 5
13201 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 13 Dec to 14 Dec
AU$250
13 Dec - 14 Dec
includes taxes & fees
Fairfield Inn & Suites by Marriott Marathon Florida Keys: Pet-friendly hotel with free breakfast and free WiFi. Located near the bay.
Opens in a new windowFairfield Inn & Suites by Marriott Marathon Florida Keys
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.