Title: Sugarloaf Key Vacation Packages & Trips 2026 from CA $1,100 | 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 - ### Rest easy 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. ![Miami Downtown Condos](https://images.trvl-media.com/lodging/110000000/109790000/109784700/109784697/w2048h1535x0y1-af4622e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Miami Downtown Condos Downtown Miami CA $1,100 per person Feb 20 - Feb 24 found 1 day ago Roundtrip flight included Montreal (YMQ) to Miami (MIA) 8.6/10 Excellent! (72 reviews) Will for sure book again!! Reviewed on Dec 10, 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 $8,299 per person Feb 1 - Feb 5 found 1 day ago Roundtrip flight included Hamilton (YHM) to Miami (MIA) 8/10 Very Good! (1 review) ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort CA $1,833 per person Feb 27 - Mar 6 found 7 hours ago Roundtrip non-stop flight included Ottawa (YOW) to Miami (MIA) 8/10 Very Good! (1,003 reviews) Beautiful balcony and porch views. Reviewed on Dec 8, 2025 ![The Club at Brickell Bay by Palermo Home](https://images.trvl-media.com/lodging/112000000/111290000/111281200/111281148/7d323bf6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Club at Brickell Bay by Palermo Home Brickell CA $1,331 per person Feb 18 - Feb 25 found 19 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 8/10 Very Good! (1 review) ![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 $1,745 per person Jan 15 - Jan 19 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 9.4/10 Exceptional! (56 reviews) Everything was clean and well maintained Reviewed on Dec 12, 2025 ## 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 $224 CA $321 total Dec 17 - Dec 18 includes taxes & fees 8.6/10 Excellent! (1,765 reviews) The pool beach area was clean, water in pool and hot tub clean and warm Shuttle to Duvall street was very convent and helpful to get to shopping / dinning area Reviewed on Dec 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=25865&PinnedHotelID=25865&HadPinnedHotel=true®ionId=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 $163 CA $261 total Dec 14 - Dec 15 includes taxes & fees 8/10 Very Good! (1,752 reviews) Nice resort with warm pool, two bars, Starbucks. Rooms clean Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true®ionId=183126) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceans Edge Key West Resort, Hotel & Marina 5950 Peninsular Avenue Key West FL Fully refundableReserve now, pay when you stay CA $222 CA $333 total Dec 14 - Dec 15 includes taxes & fees 8.8/10 Excellent! (1,746 reviews) Rooms were beautiful Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true®ionId=183126) [See all 3,563 properties in Sugarloaf Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=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 $776 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 $907 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) ## Explore a world of travel with Expedia - 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[Global Rent a Car Rental Cars in Lower Sugarloaf Key ](https://www.expedia.ca/Global-Rent-A-Car-Car-Rentals-In-Lower-Sugarloaf-Key.d553248635976195908-c1062.Car-Rental-Guide-Suppliers) - [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) - [Ok Mobility Rental Cars in Lower Florida Keys ](https://www.expedia.ca/OK-Mobility-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-c1057.Car-Rental-Guide-Suppliers) - [Sicily By Car Rental Cars in Lower Florida Keys ](https://www.expedia.ca/Sicily-By-Car-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-c1048.Car-Rental-Guide-Suppliers) - [Standard Car Rentals in Lower Florida Keys ](https://www.expedia.ca/Standard-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-tStandard.Car-Rental-Guide-Class) - [Top Rent a Car Rental Cars in Lower Florida Keys ](https://www.expedia.ca/Top-Rent-A-Car-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-c1028.Car-Rental-Guide-Suppliers) - [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. 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