Title: Upper Sugarloaf Key in Summerland Key - Tours and Activities | Expedia.ca [Upper Sugarloaf Key Hotels](https://expedia.ca/Upper-Sugarloaf-Key-Hotels.0-l553248635975865768-0.Travel-Guide-Filter-Hotels)[Flights to Summerland Key](https://expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Upper Sugarloaf Key Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Sugarloaf-Key.d553248635975865768.Car-Rental-Guide)[Summerland Key Vacation Packages](https://expedia.ca/Summerland-Key.d6177802.Destination-Travel-Guides) # Upper Sugarloaf Key Tours and Activities ## Visit Upper Sugarloaf Key Activities * * * * * * ## Plan a trip to see Upper Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Hotel Colonnade Coral Gables, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/1100/1052/16f1f75a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Colonnade Coral Gables, Autograph Collection Coral Gables Section CA $964 per person Nov 10 - Nov 13 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.2/10 Wonderful! (1,006 reviews) Excellent facilities. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-13/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1052&paandie=true&dealMarker=73w_BNPqGYLQRy9HgIHmh1oMSKgEM_P0bdQ4kNMM2-0z9a1mbcr0GMTImUBWQQZo) ![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 $2,272 per person Dec 28 - Dec 31 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 9.8/10 Exceptional! (31 reviews) Great hotel. Clearly freshly refurbished and excellent facilities. Staff were extremely attentive - everyone we bumped into in the lift, for example, even junior team members, asked how we were and whether there was anything that they could do to improve our stay. Shows a great culture! Only downsides are a bar that shuts very early (10pm) and a LOT of mosquitoes in the outdoor pool area - they give bug spray it we had to retreat late afternoon or after rain. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2025-12-31/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&dealMarker=b3fWbLscUsiTNf0BuuZUcKqNO2rZ3M_yXI9akGoKoCv4GNXcJllLmA9OSCmU4lIe) ![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 $13,424 per person Nov 11 - Nov 16 found 24 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-11/2025-11-16/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&dealMarker=73w_BNPqGYLQRy9HgIHmh0TM_DwqC3P8PiuxzDaqBe0ZBBj9koH7f2LWr18vLvzg) ### Popular places to visit ![Upper Sugarloaf Sound](https://mediaim.expedia.com/destination/1/af14aeab02ccec9dbe12aecc266935ce.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Upper Sugarloaf Sound Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key. [](https://expedia.ca/Upper-Sugarloaf-Sound-Sugarloaf-Key.d553248635976195391.Vacation-Attraction) ![South Beach featuring a sandy beach and a coastal town as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63988-South-Beach-Fm.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florida Keys Beaches 4.5/5(29 reviews) Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates? [](https://expedia.ca/Florida-Keys-Beaches-Florida.d553248635976496782.Vacation-Attraction) ![Shark Key](https://mediaim.expedia.com/destination/9/365e6992021787c1f2dc194388bc949a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Shark Key Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the lively festivals and beautiful sunsets. [](https://expedia.ca/Shark-Key-Key-West.d553248635976194849.Vacation-Attraction) #### Venture Key Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key. [](https://expedia.ca/Venture-Key-Summerland-Key.d874556559894753280.Vacation-Attraction) #### Sugarloaf Beach Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key? [](https://expedia.ca/Sugarloaf-Beach-Sugarloaf-Key.d553248635983994028.Vacation-Attraction) #### Crab Key Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key. [](https://expedia.ca/Crab-Key-Summerland-Key.d874555154127626240.Vacation-Attraction) * * * ## Best Lodging Options Near Upper Sugarloaf Key ## Check availability on hotels close to Upper Sugarloaf Key [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-09&endDate=2025-10-10) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-09&endDate=2025-10-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-09&endDate=2025-10-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-09&endDate=2025-10-10)[Oct 9 - Oct 10](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-09&endDate=2025-10-10) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-10&endDate=2025-10-11) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-10&endDate=2025-10-11)[Oct 10 - Oct 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2025-10-10&endDate=2025-10-11) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)[Oct 10 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025)[Oct 17 - Oct 19](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) ![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 [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)](https://images.trvl-media.com/lodging/101000000/100720000/100718300/100718273/02720f12_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84) Summerland Key [](https://expedia.ca/Summerland-Key-Hotels-Escape-To-The-Keys-Pet-Friendly-Sugarloaf-Key-Bungalow-Great-Amenities.h100718273.Hotel-Information) ![Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)](https://images.trvl-media.com/lodging/101000000/100720000/100718300/100718270/b5d10187_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83) Summerland Key [](https://expedia.ca/Sugarloaf-Key-Hotels-Pet-Friendly-Bungalow-In-Sugarloaf-Key.h100718270.Hotel-Information) ![Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)](https://images.trvl-media.com/lodging/101000000/100720000/100718300/100718255/af41bb56_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21) Summerland Key [](https://expedia.ca/Sugarloaf-Key-Hotels-Pet-Friendly-Lakefront-Bunglaow-Sugarloaf-Key-Great-Amenities.h100718255.Hotel-Information) ![Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)](https://images.trvl-media.com/lodging/101000000/100720000/100718300/100718262/b25eee66_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22) Summerland Key [](https://expedia.ca/Sugarloaf-Key-Hotels-Lakefront-Bungalow-Pet-Friendly-Sugarloaf-Key-Great-Amenities.h100718262.Hotel-Information) ![Sugar Loaf Lodge](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sugar Loaf Lodge 17001 Overseas Hwy, Summerland Key, FL [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Pelico Palms Estate.](https://images.trvl-media.com/lodging/90000000/89470000/89464500/89464403/1632455c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pelico Palms Estate. Monroe County [](https://expedia.ca/Summerland-Key-Hotels-Pelico-Palms-Estate.h89464403.Hotel-Information) ![The Villa of Pelico Palms](https://images.trvl-media.com/lodging/90000000/89470000/89464500/89464401/dd69d274_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Villa of Pelico Palms Monroe County [](https://expedia.ca/Summerland-Key-Hotels-The-Villa-Of-Pelico-Palms.h89464401.Hotel-Information) ![The Sunset Suites of Pelico Palms](https://images.trvl-media.com/lodging/90000000/89470000/89464500/89464402/6a98da3f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Sunset Suites of Pelico Palms Monroe County [](https://expedia.ca/Summerland-Key-Hotels-The-Sunset-Suites-Of-Pelico-Palms.h89464402.Hotel-Information) [See all 832 properties in Upper Sugarloaf Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635975865768) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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