Title: Sugarloaf Key Vacation Packages & Trips 2025/2026 from CA $988 | 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. ![Flow Miami Hotel](https://images.trvl-media.com/lodging/107000000/106440000/106439500/106439442/3b5cdd19_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Flow Miami Hotel Downtown Miami CA $988 per person Dec 6 - Dec 13 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9/10 Wonderful! (157 reviews) Good stay at Flow Hotel Reviewed on Sep 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-06/2025-12-13/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=106439442&paandie=true&dealMarker=zfLyKhr4d__bexXuiClIsOX_pRHDCbWCtZjojVcBLllbQHlFtmF0iRrnjbQzZAb_) ![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 $9,355 per person Nov 22 - Nov 26 found 24 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-26/?FromAirport=YYZ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&dealMarker=ZOtnRC7kaMZpY62rOJlPWBii8D9PCITAvesWPjCVQURrBFhPCokeT5Bqon3jK1dG) ![Bentley Hotel South Beach](https://images.trvl-media.com/lodging/1000000/130000/120300/120299/8ae6370c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bentley Hotel South Beach South Beach CA $1,965 per person Dec 6 - Dec 13 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (334 reviews) It was just great!! Place was super clean! Staff was very nice & accommodating in every which way! I’d recommend this place to all of my friends & family members & colleagues!! Reviewed on Sep 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-06/2025-12-13/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=120299&paandie=true&dealMarker=6ftc-nccNdmICe2oTNOgKYDihPU8zz7UvF8PvHTmDCMZcBjWdTD6-a5uC7ZlizTT) ![Pelican Grand Beach Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/50000/49900/49851/12ee1484_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pelican Grand Beach Resort - A Noble House Resort East Fort Lauderdale CA $1,717 per person Oct 26 - Nov 1 found 17 hours ago Roundtrip non-stop flight included Ottawa (YOW) to Miami (MIA) 8.8/10 Excellent! (1,238 reviews) Everything about our stay was great, very relaxing and enjoyable. We were bummed the lazy river was down for repairs but the rest of the resort made up for it. The safe was very helpful and friendly, the rooms were clean, no complaints from us. Reviewed on Sep 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-26/2025-11-01/?FromAirport=YOW&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=49851&paandie=true&dealMarker=kE9H8gmVSgAbw9tW36QU5GQC6GoSebCBLibfqcTsFkRkbKVNq89oybGo2G2XNAUj) ![B Ocean Resort Fort Lauderdale Beach](https://images.trvl-media.com/lodging/1000000/10000/5500/5404/10668662_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### B Ocean Resort Fort Lauderdale Beach East Fort Lauderdale CA $1,539 per person Oct 26 - Nov 1 found 17 hours ago Roundtrip non-stop flight included Ottawa (YOW) to Miami (MIA) 7.6/10 Good! (3,108 reviews) When we checked in we were put in a room that as soon as you walked in smelt moldy. We came in later in the night and after showering getting ready for bed we realized the floor by the window and ac was soaked. Next day they moved us and upgraded us no problem to a better room but wasn’t the greatest the AC in this hotel rooms was not good and smelt as if there was mold build up even or new room. The resort fee is also a lot for what is included with it. Reviewed on Sep 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-26/2025-11-01/?FromAirport=YOW&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5404&paandie=true&dealMarker=kE9H8gmVSgAbw9tW36QU5GQC6GoSebCBLibfqcTsFkSY_nqsd00GTTQ6MrF4iz7J) ## Ready to book your vacation to Sugarloaf Key? Choose your dates ## Sugarloaf Key Hotel Deals ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Beach House Key West 2001 South Roosevelt Boulevard, Key West, FL CA $247 CA $364 total Oct 6 - Oct 7 includes taxes & fees 8.6/10 Excellent! (1,789 reviews) "GOL" Reviewed on Sep 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F10%2F2025&endDate=07%2F10%2F2025&selected=48713884&PinnedHotelID=48713884&HadPinnedHotel=true®ionId=183126) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_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 $193 CA $297 total Sep 28 - Sep 29 includes taxes & fees 8.8/10 Excellent! (1,730 reviews) "great property, transportation to key west great, missing an additional dining option. Everything else was fantastic" Reviewed on Sep 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F09%2F2025&endDate=29%2F09%2F2025&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true®ionId=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 $234 CA $357 total Sep 23 - Sep 24 includes taxes & fees 8.6/10 Excellent! (2,768 reviews) "I love that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump." Reviewed on Sep 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F09%2F2025&endDate=24%2F09%2F2025&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true®ionId=183126) [See all 3,500 properties in Sugarloaf Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=23%2F09%2F2025&endDate=24%2F09%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 $721 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 $893 per traveller [](https://expedia.ca/things-to-do/golden-glare-fishing-charter-with-experienced-captain.a3091255.activity-details) ![Sandbar Fun - Tiki Style](https://mediaim.expedia.com/localexpert/3643207/85f37e82-e151-4bcd-9aa0-d19333d6bd72.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Tiki Bar Boat Cruise to Popular Sand Bar CA $776 per traveller [](https://expedia.ca/things-to-do/key-west-tiki-bar-boat-cruise-to-popular-sand-bar.a3643207.activity-details) [See all activities in Sugarloaf Key](https://expedia.ca/things-to-do/search?rid=183126) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other ### Lodging - [Aparthotels in Bay Point](https://www.expedia.ca/Bay-Point-Apart-Hotels.d553248635976383913-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Bay Point](https://www.expedia.ca/Bay-Point-Guest-Houses.d553248635976383913-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Bay Point](https://www.expedia.ca/Bay-Point-Hotels-Cheap-Hotels.0-0-d553248635976383913-tCheapHotels.Travel-Guide-Filter-Hotels) - [Bay Point Hotels](https://www.expedia.ca/Bay-Point-Hotels.d553248635976383913.Travel-Guide-Hotels) - 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[Flights from Paris to Cudjoe Key](https://www.expedia.ca/lp/flights/179898/3000430966/paris-to-cudjoe-key) - [Flights from Cudjoe Key](https://www.expedia.ca/lp/flights/3000430966/flights-from-cudjoe-key) - [Flights from Bay Point](https://www.expedia.ca/lp/flights/553248635976383913/flights-from-bay-point) ### Packages - [Big Pine Key Flea Market](https://www.expedia.ca/Big-Pine-Key-Flea-Market-Big-Pine-Key.d553248621533115810.Vacation-Attraction) - [Big Pine Key Vacations](https://www.expedia.ca/Big-Pine-Key.d7195.Destination-Travel-Guides) - [Boca Chica Key Vacations](https://www.expedia.ca/Boca-Chica-Key.d553248635083916609.Destination-Travel-Guides) - [Boca Chica Nude Beach](https://www.expedia.ca/Boca-Chica-Nude-Beach-Key-West.d553248635983994034.Vacation-Attraction) - [Calusa Beach](https://www.expedia.ca/Calusa-Beach-Big-Pine-Key.d553248635983993598.Vacation-Attraction) - [Clarence S. Higgs Memorial Beach Park](https://www.expedia.ca/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.Vacation-Attraction) - [Cudjoe Key Vacations](https://www.expedia.ca/Cudjoe-Key.d3000430966.Destination-Travel-Guides) - [Visit Cudjoe Key](https://www.expedia.ca/Cudjoe-Key.dx3000430966) - [Dredgers Key Vacations](https://www.expedia.ca/Dredgers-Key.d180165.Destination-Travel-Guides) - [Dry Tortugas National Park](https://www.expedia.ca/Dry-Tortugas-National-Park-Key-West.d6091118.Vacation-Attraction) - [Duval Street](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction) - [Fleming Key Vacations](https://www.expedia.ca/Fleming-Key.d180162.Destination-Travel-Guides) - [Florida Keys Eco - Discovery Center](https://www.expedia.ca/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction) - [Fort East Martello Museum and Gallery](https://www.expedia.ca/Fort-East-Martello-Museum-And-Gallery-Key-West.d6069253.Vacation-Attraction) - [Harry S. Truman Little White House](https://www.expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction) - [Key West Historic District Vacations](https://www.expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides) - [Key West Lighthouse and Keeper's Quarters Museum](https://www.expedia.ca/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction) - [Key West Shipwreck Museum](https://www.expedia.ca/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction) - [Key West Vacations](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides) - [Lower Florida Keys Vacations](https://www.expedia.ca/Lower-Florida-Keys.d553248635975748710.Destination-Travel-Guides) - [Visit Lower Florida Keys](https://www.expedia.ca/Lower-Florida-Keys.dx553248635975748710) - [Lower Keys Vacations](https://www.expedia.ca/Lower-Keys.d553248621593965863.Destination-Travel-Guides) - [Mallory Square](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction) - [Mel Fisher Maritime Museum](https://www.expedia.ca/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction) - [National Key Deer Refuge Visitor Center](https://www.expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Big-Pine-Key.d553248635974766232.Vacation-Attraction) - [No Name Key Vacations](https://www.expedia.ca/No-Name-Key.d553248635976193734.Destination-Travel-Guides) - [Raccoon Key Vacations](https://www.expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides) - [Rockland Key Vacations](https://www.expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides) - [Smathers Beach](https://www.expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction) - [South Beach](https://www.expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction) - [Southernmost Point](https://www.expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction) - [Stock Island Vacations](https://www.expedia.ca/Stock-Island.d180166.Destination-Travel-Guides) - [Sugarloaf Shores Vacations](https://www.expedia.ca/Sugarloaf-Shores.d6270983.Destination-Travel-Guides) ### Cars - [Car rentals near Cudjoe Key](https://www.expedia.ca/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide) - [Car rentals near Lower Sugarloaf Key](https://www.expedia.ca/Car-Rentals-In-Lower-Sugarloaf-Key.d553248635976195908.Car-Rental-Guide) - [Enterprise Rental Cars in Lower Florida Keys](https://www.expedia.ca/Enterprise-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-c15.Car-Rental-Guide-Suppliers) - [Express Travel Group Rental Cars in Lower Sugarloaf Key](https://www.expedia.ca/Express-Travel-Group-Car-Rentals-In-Lower-Sugarloaf-Key.d553248635976195908-c1124.Car-Rental-Guide-Suppliers) - [First-Car Rental Cars in Lower Florida Keys](https://www.expedia.ca/First-Car-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-c1019.Car-Rental-Guide-Suppliers) - [Get Your Car Rental Cars in Lower Florida Keys](https://www.expedia.ca/Get-Your-Car-Car-Rentals-In-Lower-Florida-Keys.d553248635975748710-c1120.Car-Rental-Guide-Suppliers) - [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) ### Vacation Rental - [Cudjoe Key Vacation Rentals](https://www.expedia.ca/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals) ### Other - [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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