Cudjoe Key Vacations from $337

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Your Cudjoe Key Vacation

When a city break is calling, answer it with a vacation package to Cudjoe Key. The neighborhood of Breezeswept Beach Estates, which is great for watersports, adventure sports and fishing, makes a great base for your adventures. Make your trip to Cudjoe Key even more exciting by going sightseeing. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are among the most popular attractions worth exploring. Don't put off visiting this destination any longer. Your perfect Cudjoe Key vacation is only a few clicks away with Expedia.

The Latest Cudjoe Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Isle Yacht Club

Holiday Isle Yacht Club

2.5 out of 5
East Fort Lauderdale
per person
Jul 8 - Jul 12
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (71 reviews)
Perfect place! The best place we have stayed in the Fort Lauderdale area. Very comfortable, clean, easy going and great people! We highly recommend!

Reviewed on Feb 18, 2024

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Aug 17 - Aug 20
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Jul 24 - Jul 26
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9/10 Wonderful! (1,006 reviews)
Awesome Hotel.. multiple pools with a roof top pool and restaurant that’s a must see

Reviewed on May 20, 2024

Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Aug 1 - Aug 5
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (645 reviews)
The location was perfect!!! It’s around everything!!

Reviewed on May 19, 2024

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Aug 1 - Aug 4
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.2/10 Very Good! (1,000 reviews)
I really enjoyed the unique design and deco charm of this hotel. It was clean and comfortable. Accessible to all local dining, shopping and the beach is across the street. The in house restaurant was amazing for dinner. I will stay here again when I return to South Beach!

Reviewed on May 16, 2024

Cudjoe Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
1,750
Top Sights
Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market

Cudjoe Key Hotel Deals

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Cudjoe Key
The price is $350 per night from May 29 to May 30
$350
$444 total
includes taxes & fees
May 29 - May 30
9.6/10 Exceptional! (196 reviews)
Sunrise Unit 105
"Overall, a very nice property in a good location, with good amenities. Located near several good Restaurants, especially the Square Grouper. Communication with Host was very good."

Reviewed on May 17, 2024

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Cudjoe Key, FL RV Resort RV Lot
Cudjoe Key, FL RV Resort RV Lot
Cudjoe Key
The price is $95 per night from May 23 to May 24
$95
$127 total
includes taxes & fees
May 23 - May 24
8/10 Very Good! (4 reviews)
Great Keys location
"Had a wonderful stay"

Reviewed on Aug 12, 2023

Cudjoe Key, FL RV Resort RV Lot
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $175 per night from May 27 to May 28
$175
$255 total
includes taxes & fees
May 27 - May 28
8.8/10 Excellent! (1,508 reviews)
"Great views of the pools, water and marina. Out of the way from downtown Key West but just as convenient with the hourly shuttles, & restaurant on site. The staff was great, friendly and accommodating. We’ll be back!"

Reviewed on May 22, 2024

Oceans Edge Key West Resort, Hotel & Marina
See all 1,599 properties in Cudjoe Key
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Cudjoe Key vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Cudjoe Key from just $337. 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 vacation 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 Harbor Estates neighborhood, 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 Vacation Rental or Cozy, Perfect Conch Cottage if you prefer this part of town.
How far in advance should I book my Cudjoe Key vacation?
Smart travelers 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 vacation 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 vacation package?
Yes you can, and we’re here to help. You may be able to cancel or change your Cudjoe Key vacation 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 vacation, browse our Customer Service Portal for more information.

Discover the most popular places to visit in Cudjoe Key

Image for Bahia Honda State Park

Bahia Honda State Park

Explore the great outdoors at Bahia Honda State Park, a lovely green space in Big Pine Key. While you're in the area, wander around the natural setting.

Bahia Honda State Park
Image for Florida Keys Beaches

Florida Keys Beaches

4/5(519 reviews)

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Florida Keys Beaches
Image for Calusa Beach

Calusa Beach

Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

Calusa Beach

What to do in Cudjoe Key

Image for Marathon Backcountry Fishing Charter

Marathon Backcountry Fishing Charter

$667
Per adult
Marathon Backcountry Fishing Charter
See all activities in Cudjoe Key

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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.