Title: Sugarloaf Key Vacation Packages & Trips 2026 from CA $914 | Expedia.ca

[Sugarloaf Key Travel Guide](https://expedia.ca/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.ca/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.ca/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Sugarloaf Key Car Rentals](https://expedia.ca/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6270983/d55f2489-0176-4d5a-82e3-d6afdd04d6e6.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Sugarloaf Key Vacation Packages

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

- ##  
Plan, book, travel with confidence
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Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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#### Your Sugarloaf Key Vacation

From its highlights to its hidden gems, this city is best explored with a Sugarloaf Key vacation package. Check out hotels located in Sugarloaf Shores, which is good for families, fishing and views. Make your trip to Sugarloaf Key even more exciting 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 major attractions you'll want to explore. No matter your travel plans or budget, putting together the ultimate tailored Sugarloaf Key vacation is simple with Expedia.

## Top Sugarloaf Key Vacation Deals

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

![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 $914

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 $19,627

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 $1,864

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)

Courteous staff. Great location

Reviewed on Feb 7, 2026

![ABAE Hotel by Eskape Collection ](https://images.trvl-media.com/lodging/17000000/16040000/16037600/16037592/50112048_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### ABAE Hotel by Eskape Collection 

South Beach

CA $1,393

per person

Mar 27 - Apr 3

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8.8/10 Excellent! (1,000 reviews)

Great room and spotless

Reviewed on Jan 30, 2026

![The Penguin Hotel](https://images.trvl-media.com/lodging/1000000/70000/62900/62824/d4ab7ebb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Penguin Hotel

South Beach

CA $1,850

per person

Mar 14 - Mar 21

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.2/10 Very Good! (1,491 reviews)

Nice staff and great location on South Beach. The Penguin is clean and very comfortable.

Reviewed on Feb 7, 2026

## Ready to book your vacation to Sugarloaf Key?

Choose your dates

## Sugarloaf Key Hotel Deals

![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL

9.6/10 Exceptional! (481 reviews)

The staff were wonderful, seam-less check. Immaculate and spacious rooms! I would just add a multi use counter top toaster oven seeing as there is no oven.

Reviewed on Feb 4, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=101135765&PinnedHotelID=101135765&HadPinnedHotel=true&regionId=183126)

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=101135765&PinnedHotelID=101135765&HadPinnedHotel=true&regionId=183126)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundable

CA $661

CA $844 total

Feb 10 - Feb 11

includes taxes & fees

8.6/10 Excellent! (3,062 reviews)

The location was great. The room could have been cleaner. There were fruit flies in the bathroom.

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=183126)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $392

CA $478 total

Feb 9 - Feb 10

includes taxes & fees

8/10 Very Good! (2,077 reviews)

Nice hotel

Reviewed on Feb 8, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true&regionId=183126)

[See all 3,549 properties in Sugarloaf Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&regionId=183126)

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)

### What to do in Sugarloaf Key

![Private Sandbar Adventure in Key West Backcountry](https://mediaim.expedia.com/localexpert/47135631/383d7d0b-4397-4483-8bd0-3dfea7e87907.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Private Sandbar Adventure in Key West Backcountry

CA $764

per traveller

[](https://expedia.ca/things-to-do/private-sandbar-adventure-in-key-west-backcountry.a47135631.activity-details)

![Golden Glare Fishing Charter with Experienced Captain ](https://mediaim.expedia.com/localexpert/3091255/95356db3-18ab-48e3-b460-2289ba62862a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Golden Glare Fishing Charter with Experienced Captain

CA $889

per traveller

[](https://expedia.ca/things-to-do/golden-glare-fishing-charter-with-experienced-captain.a3091255.activity-details)

[See all activities in Sugarloaf Key](https://expedia.ca/things-to-do/search?rid=183126)

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- [Goldcar Key’n Go Rental Cars in Lower Florida Keys ](https://www.expedia.ca/Goldcar-Keyn-Go-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-c1044.Car-Rental-Guide-Suppliers)
- [Hawk Rental Cars in Lower Sugarloaf Key ](https://www.expedia.ca/Hawk-Car-Rentals-In-Lower-Sugarloaf-Key.d553248635976195908-c1076.Car-Rental-Guide-Suppliers)
- [Luxury Car Rentals in Lower Florida Keys ](https://www.expedia.ca/Luxury-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-tLuxury.Car-Rental-Guide-Class)
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- [Standard Car Rentals in Lower Florida Keys ](https://www.expedia.ca/Standard-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-tStandard.Car-Rental-Guide-Class)
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- [Cudjoe Key Vacation Rentals ](https://www.expedia.ca/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)

- [Things to do in Cudjoe Key ](https://www.expedia.ca/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)
- [Things to do in Lower Florida Keys ](https://www.expedia.ca/Things-To-Do-In-Lower-Florida-Keys.d553248635975748710.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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