Cudjoe Key Holidays from AU$580
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Your Cudjoe Key Holiday
Book a Cudjoe Key holiday package and prepare to experience everything this city has to offer. Think about staying in the neighbourhood of Breezeswept Beach Estates, which is good for adventure sports, fishing and watersports. If your trip to Cudjoe Key includes some sightseeing, don't miss renowned attractions like Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound. Don't delay visiting this city any longer. Your perfect Cudjoe Key holiday is a couple of clicks away with Expedia.
The Latest Cudjoe Key Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Pelican Hotel
South Beach
AU$1,100
per person
6 Nov - 9 Nov
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
9.2/10 Wonderful! (506 reviews)
Resort Fee is something that we did not notice when we booked online through Expedia. We paid $45+tax extra per night.
Also, there is Service fee $3 per person for Breakfast that is included.
Reviewed on 22 Sept 2026
Cavalier Hotel South Beach
South Beach
AU$977
per person
6 Nov - 9 Nov
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.6/10 Excellent! (1,004 reviews)
The place was very vintage and staff were friendly but It was cooler in hallway than my room. My only recommendation would be getting a sound machine for the rooms especially for the rooms on the first floor because you can hear literally every sound in the hallway. From staff talking, cleaning ,and other guests throughout the night but other than that I really enjoyed this place and they give you beach supplies. I would stay here again. Hopefully on a more quieter floor.
Reviewed on 26 Sept 2026
Cudjoe Key Holiday
Cudjoe Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Population | 1,750 |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market |
Our pick of the best Cudjoe Key Hotel Deals
Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key FL
9/10 Wonderful! (174 reviews)
"This location was perfect for what my husband and I needed. We brought our boat and were able to use the dock throughout our stay. We did have an issue with the AC system and Jennifer was great by putting us into another one of their units overnight until our units AC was fixed the next day. This ..."
Reviewed on 24 July 2026
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key FL
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
AU$269
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (2,691 reviews)
"Genial"
Reviewed on 26 Sept 2026
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.
What to do in Cudjoe Key
Private Marathon Backcountry Fishing Charter
AU$1,053
per adult
Private Sandbar Adventure in Key West Backcountry
AU$697
per traveller
Frequently asked questions
How much does a Cudjoe Key holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Cudjoe Key from just AU$580. And the more you bundle, the more dollars you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Cudjoe Key?
Booking a Cudjoe Key holiday package with Expedia is an easy way to save. We have more than 550 air carriers and 1 000 000 hotel options around the globe. With such a fabulous range to select from, you'll have no issues putting together your ideal adventure.
Where should I stay in Cudjoe Key?
There's so much to see in Cudjoe Key, so spend your evenings near its attractions and spend more time sightseeing. Upper Sugarloaf Key is one spot to add to your must-see list.
What are the top hotels in Cudjoe Key?
If you're thinking of staying in the Cutthroat Harbour Estates neighbourhood, some of your best options are Judy's Place At Venture Out and Dog - Friendly Resort Community Home With Pool. Cudjoe Gardens is also a popular Cudjoe Key area. We recommend Comfortable Waterfront Holiday Home or Cosy, Perfect Conch Cottage if you prefer this part of town.
How far in advance should I book my Cudjoe Key holiday?
Smart travellers will likely want to book as early as possible. You can normally look up international airfares on Expedia up to a year before your flight. If you're booking at the last minute, fear not. Discounted prices occasionally appear in the last weeks prior to departure.
What does an Expedia Cudjoe Key travel package include?
Expedia has all you need to arrange your Cudjoe Key trip, but how your package is structured is your choice. Choose from any combination of hotels, flights and rental cars. Chasing some tours or experiences to keep you on the move? Once you've made your booking, you can add them on too. Whatever your style, there's a deal to match your needs.
What should I know before booking a Cudjoe Key travel package?
So many places to visit, so many things to see and do. With a package, you'll be able to tick more of them off your list. Bundle your flights, rental cars and hotels and make big savings.
Can I choose my airline with a Cudjoe Key Expedia holiday package?
You can, and with over 550 airlines to choose from all over the world, you have plenty of choice. Take a look at the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Cudjoe Key holiday package?
Yes you can, and we're here to help. You may be able to cancel or change your Cudjoe Key holiday package for free within 24 hours of booking. But you may be charged a fee by your airline, hotel or car rental company for older bookings. If life gets in the way of your holiday, browse our Customer Service Portal for more information.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
