Title: Cudjoe Key Vacation Packages & Trips 2026 from CA $785 | Expedia.ca

[Cudjoe Key Travel Guide](https://expedia.ca/Cudjoe-Key.dx3000430966)[Hotels in Cudjoe Key](https://expedia.ca/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels)[Vacation Rentals in Cudjoe Key](https://expedia.ca/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)[Flights to Cudjoe Key](https://expedia.ca/Cheap-Flights-To-Cudjoe-Key.d3000430966.Travel-Guide-Flights)[Things to do in Cudjoe Key](https://expedia.ca/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)[Cudjoe Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide)

![](https://images.trvl-media.com/place/3000430966/daf5ff89-9933-4bcf-aacf-f9b64b3fe505.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Cudjoe Key Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Cudjoe Key Vacation

Say bye-bye to the hassle of planning and hello to a Cudjoe Key vacation package. With everything organized 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](https://www.expedia.ca/Florida-Keys-Beaches-Florida.d553248635976496782.Vacation-Attraction), [Sugarloaf Beach](https://www.expedia.ca/Sugarloaf-Beach-Sugarloaf-Key.d553248635983994028.Vacation-Attraction) and [Upper Sugarloaf Sound](https://www.expedia.ca/Upper-Sugarloaf-Sound-Sugarloaf-Key.d553248635976195391.Vacation-Attraction) 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 vacation is just a few clicks away with Expedia.

## Top Cudjoe Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casablanca Miami Beach

North Beach

CA $785

per person

Apr 10 - Apr 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

5.8/10 (311 reviews)

I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly

Reviewed on Nov 12, 2025

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

CA $878

per person

Apr 10 - Apr 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $19,508

per person

Mar 14 - Mar 21

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very Good! (1 review)

![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cavalier Hotel South Beach

South Beach

CA $1,863

per person

Mar 14 - Mar 21

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.4/10 Very Good! (1,001 reviews)

Prime location within walking distance to all the hot spots. Included are 2 beach chairs with towels per day. Philip at the concierge received us warmly…checking us in early and giving us great recommendations. Room was a great size, A/C, with bathroom amenities. Overall, totally recommend.

Reviewed on Jan 31, 2026

![Ilios Rentals](https://images.trvl-media.com/lodging/120000000/119920000/119913900/119913827/52952de0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ilios Rentals

Downtown Miami

CA $2,237

per person

Apr 25 - Apr 30

found 23 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

No reviews

## Ready to book your vacation to Cudjoe Key?

Choose your dates

## Cudjoe Key Hotel Deals

![Cottage with Pool  and Boat Dockage just minutes to Key West!](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cottage with Pool and Boat Dockage just minutes to Key West!

 Cudjoe Key FL

8.4/10 Very Good! (157 reviews)

Great location. Clean, quiet place. Close to trail (across Hwy) Clear communication with host.

Reviewed on Jan 1, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=33912031&PinnedHotelID=33912031&HadPinnedHotel=true&regionId=3000430966)

[](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=33912031&PinnedHotelID=33912031&HadPinnedHotel=true&regionId=3000430966)

![Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

 Cudjoe Key FL

8.2/10 Very Good! (56 reviews)

It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great ...

Reviewed on Jan 22, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=74236945&PinnedHotelID=74236945&HadPinnedHotel=true&regionId=3000430966)

[](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=74236945&PinnedHotelID=74236945&HadPinnedHotel=true&regionId=3000430966)

![Private Secluded Ocean View & Pool Near Key West](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/6b4e7932_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Private Secluded Ocean View & Pool Near Key West

 Summerland Key FL

8.2/10 Very Good! (99 reviews)

A wonderful time was had by all. Host was very responsive and we had no issues. Beautiful home and views!

Reviewed on Nov 18, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=57865163&PinnedHotelID=57865163&HadPinnedHotel=true&regionId=3000430966)

[](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=57865163&PinnedHotelID=57865163&HadPinnedHotel=true&regionId=3000430966)

[See all 1,781 properties in Cudjoe Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&regionId=3000430966)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

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- [Discount Quebec Rental Cars in Melody Key ](https://www.expedia.ca/Discount-Quebec-Car-Rentals-In-Melody-Key.d553248635975749341-c1137.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Summerland Key ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Summerland-Key.d6177802-c15.Car-Rental-Guide-Suppliers)
- [Pickup Car Rentals in Lower Keys ](https://www.expedia.ca/Pickup-Car-Rentals-In-Lower-Keys.d553248621593965863-tPickup.Car-Rental-Guide-Class)
- [Zezgo Rental Cars in Lower Keys ](https://www.expedia.ca/ZezGo-Car-Rentals-In-Lower-Keys.d553248621593965863-c1122.Car-Rental-Guide-Suppliers)

- [Summerland Key Vacation Rentals ](https://www.expedia.ca/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals)

- [Things to do in Lower Keys ](https://www.expedia.ca/Things-To-Do-In-Lower-Keys.d553248621593965863.Travel-Guide-Activities)
- [Things to do in Sugarloaf Key ](https://www.expedia.ca/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)
- [Things to do in Summerland Key ](https://www.expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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