Title: Sugarloaf Key Vacation Packages & Trips 2026 from CA $598 | 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
- ###  
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
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Plan, book, and manage your trip all in one place

#### 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.

![Pelican Hotel](https://images.trvl-media.com/lodging/1000000/60000/55100/55046/22b81b04_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pelican Hotel

South Beach

CA $598

per person

Feb 7 - Feb 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

9.2/10 Wonderful! (394 reviews)

Excellent restaurant, food, bar tender, and service.

Reviewed on Dec 17, 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 $944

per person

Feb 22 - Feb 27

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

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

There was a used bar of soap left in the shower, and the coffee pods were left in the bathroom. It looked very quickly cleaned and thrown together.

Reviewed on Dec 20, 2025

![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 $694

per person

Feb 7 - Feb 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

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

Nice staff, great area

Reviewed on Dec 9, 2025

![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $990

per person

Feb 7 - Feb 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

9.4/10 Exceptional! (56 reviews)

Really great spot. Love the low key aesthetic and cool design. The tiles in the bar area are great. Nice breakfast spot by pool, and beach club is outstanding. Only small issue is there were a bunch of loud little kids shouting and cannon-balling into the pool. Super disruptive to the peaceful setting and zero was done to ask the kids to chill just a bit. Overall - super spot and renovation has made it a gem again.

Reviewed on Dec 14, 2025

![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 $19,196

per person

Mar 5 - Mar 12

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

## Ready to book your vacation to Sugarloaf Key?

Choose your dates

## Sugarloaf Key Hotel Deals

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $319

CA $428 total

Jan 4 - Jan 5, 2026

includes taxes & fees

8.6/10 Excellent! (1,793 reviews)

We had to walk to the #4 the building in the rain because the elevator was broken (for 2 years). The room was not cleaned well. Everything needs to updated.

Reviewed on Dec 17, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=25865&PinnedHotelID=25865&HadPinnedHotel=true&regionId=183126)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

CA $321

CA $438 total

Jan 8 - Jan 9, 2026

includes taxes & fees

8/10 Very Good! (1,791 reviews)

Room was nice and the vibe was good. Pool was excellent and staff are very friendly. Could do better with breakfast. There were limited options and it took 30+ minutes to take our order.overall we enjoyed our stay.

Reviewed on Dec 22, 2025

[](https://expedia.ca/Hotel-Search?startDate=08%2F01%2F2026&endDate=09%2F01%2F2026&selected=12599231&PinnedHotelID=12599231&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 $386

CA $534 total

Jan 13 - Jan 14, 2026

includes taxes & fees

8.6/10 Excellent! (2,932 reviews)

Everything was wonderful. Resort was well kept and clean. Staff very friendly and accommodating.

Reviewed on Dec 20, 2025

[](https://expedia.ca/Hotel-Search?startDate=13%2F01%2F2026&endDate=14%2F01%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=183126)

[See all 3,562 properties in Sugarloaf Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&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 $760

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 $900

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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- [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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