Cudjoe Key Holidays from £811

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Your Cudjoe Key Holiday

Say bye-bye to the hassle of planning and hello to a Cudjoe Key holiday package. With everything organised before you go, you can focus on discovering this city, starting with Sugarloaf Shores, which is great for families, fishing and views. Make your trip to Cudjoe Key even more fulfilling by including some sightseeing. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are among the most popular attractions worth exploring. Whoever you're going away with and whether your budget is big or small, your ultimate Cudjoe Key holiday is just a few clicks away with Expedia.

Top Cudjoe Key Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
16 Sept - 21 Sept
found 12 hours ago
Return direct flight included
London (LON) to Miami (MIA)
8.6/10 Excellent! (1,119 reviews)
Carlos was extremely GREAT! He made the whole trip!

Reviewed on 30 Jul 2025

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
16 Sept - 23 Sept
found 7 hours ago
Return flight included
London (LHR) to Miami (MIA)
8/10 Very Good! (1 review)
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Save 100% on your flight
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
9.6/10 Exceptional! (5 reviews)
Quiet.Lobby was nice and smelled amazing. Staff was good. Loved the gym/studio. Dislikes: No hot water in the shower. Lobby smelled amazing but wasn’t consistent throughout the building.

Reviewed on 17 Jul 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
London (LGW) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
10/10 highly recommend

Reviewed on 30 Jul 2025

Riverside Hotel

Riverside Hotel

3.5 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
11 Oct - 18 Oct
found 9 hours ago
Return direct flight included
London (LON) to Miami (MIA)
9/10 Wonderful! (2,401 reviews)
Room very small. And garage situation is difficulty due to elevator upgrades. Hopefully it will be better soon.

Reviewed on 30 Jul 2025

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

Top hotels in Cudjoe Key

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is £151 per night from 18 Aug to 19 Aug
£151
18 Aug - 19 Aug
includes taxes & fees
8.4/10 Very Good! (1,399 reviews)
"Loved the room! So big and spacious. The room we had 123 had stainless steel pans and not many, basically impossible to cook with and not burn. Everything else was awesome. Call in plenty of time if you need ice. Pool was awesome and opened 24/7."

Reviewed on 28 Jul 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is £149 per night from 20 Aug to 21 Aug
£149
20 Aug - 21 Aug
includes taxes & fees
7.6/10 Good! (1,487 reviews)
"Good value for your money, convenient location and a friendly, welcoming staff. As a pet friendly resort, perhaps in the future have a couple of dog friendly entertainment areas on the resort so owners and their fur babies can spend time together."

Reviewed on 29 Jul 2025

Blue Flamingo Resort Key West
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 £172 per night from 12 Aug to 13 Aug
£172
12 Aug - 13 Aug
includes taxes & fees
8.8/10 Excellent! (1,700 reviews)
"I really loved the whole experience from beginning to end! The receptionist are awesome and very pleasant to speak to all the staff are very pleasant and we really really enjoyed our stay"

Reviewed on 29 Jul 2025

Oceans Edge Key West Resort, Hotel & Marina
See all 1,743 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Cudjoe Key travel package cost?
Starting from an incredible £811, you can tailor your Cudjoe Key travel package. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Cudjoe Key travel package?
Don't worry if you're rethinking your Cudjoe Key travel package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We get that your circumstances can change suddenly, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Cudjoe Key?
Booking a Cudjoe Key travel package with Expedia is such a simple way to save. We have over 550 partner airlines and 1,000,000 hotel options worldwide. With such a fabulous range to select from, you'll have no issues putting together your ideal trip.
Does Expedia offer Book Now, Pay Later Cudjoe Key holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip in multiple transactions.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Cudjoe Key?
A getaway in Cudjoe Key wouldn't be complete without seeing Upper Sugarloaf Key. Why not choose a hotel near this popular attraction?
What are the top hotels in Cudjoe Key?
Waterfront Fresh And Cosy 2 Bedroom 35 Sea Wallnew Uv Light Air Purification Safe and Oceanside Paradise In The Fl Keys Free Kayaks Bikes Wifi Outdoor Bbq Grill are both well-liked options in the Cutthroat Harbour Estates neighbourhood. If you prefer to spend time in the Cudjoe Gardens area, consider booking a room at Waterfront Fresh And Cosy 2 Bedroom 35 Sea Wallnew Uv Light Air Purification Safe or It's The Caribbean Of The Usa Illness Prompts Winter Opening. Prefer Monthly.
How far in advance should I book my Cudjoe Key holiday?
To land discount prices, book early. Airlines typically release tickets, along with some of the lowest fares, around a year in advance. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in Cudjoe Key, there are always plenty of great deals to be had on Expedia. Book something in today!
What does an Expedia Cudjoe Key travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to create your ideal Cudjoe Key travel package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Remember, the more you bundle, the more you'll save!
What should I know before booking a Cudjoe Key travel package?
Our prices are always low. However, you'll score an even better deal when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Cudjoe Key Expedia travel package?
Yes — that's one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines throughout the world, so you have options galore when arranging your Cudjoe Key trip.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.