Title: Upper Harbor Key in Florida - Tours and Activities | Expedia.ca [Upper Harbor Key Hotels](https://expedia.ca/Upper-Harbor-Key-Hotels.0-l553248635975749676-0.Travel-Guide-Filter-Hotels)[Flights to Florida](https://expedia.ca/Destinations-In-Florida.d211.Flight-Destinations)[Things to do in Florida](https://expedia.ca/Things-To-Do-In-Florida.d211.Travel-Guide-Activities)[Upper Harbor Key Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Harbor-Key.d553248635975749676.Car-Rental-Guide)[Florida Vacations](https://expedia.ca/Florida.d211.Destination-Travel-Guides) # Upper Harbor Key Tours and Activities ## Visit Upper Harbor Key Activities * * * * * * ## Plan a trip to see Upper Harbor Key Price found within the past 48 hours. Click for updated prices. ![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/de0795f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palazzo Lakeside Hotel CA $552 per person Dec 12 - Dec 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8.2/10 Very Good! (5,210 reviews) Beautiful view of lake. Good quality breakfast selection. Friendly staff: be prepared for a sales pitch to see another property. Only one ice maker on premises. Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-19/?FromAirport=YTO&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14701&paandie=true&dealMarker=hEcxEAl0cQr8TKY7Kq7rzjOBpljBNQYP5Buwk6SqeTBrGCR1YKq76hQoyC0Kkv5p) ![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 $863 per person Dec 8 - Dec 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.8/10 Exceptional! (39 reviews) Really great stay, big thanks to Crispy and team! Hotel has a great atmosphere and location. I’ll be sure to visit again! Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-11/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&dealMarker=o95OETKCA4o0Wln-FmQHTWs_Y3LGkH8lazuQeWtMng817ApieXujlD3R3k8WdHwK) ![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 $26,230 per person Dec 25 - Dec 30 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-30/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&dealMarker=zsdb7AqbqTyQd7e-XzjFS6edBwMUuyjL0861LLZJvW1NtbhHpqffzZzOPxY-1Ssz) ### 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) #### Blue Hole Enjoy an outing to Blue Hole during your stay in Big Pine Key. Discover the sunrises in this relaxing area, or seek out the fishing spots. [](https://expedia.ca/Blue-Hole-Florida.d553248621532652323.Vacation-Attraction) #### Big Pine Key Flea Market You can find the perfect gifts to bring home at Big Pine Key Flea Market during your stay in Big Pine Key. Stroll along the marina or discover the sunrises in this relaxing area. [](https://expedia.ca/Big-Pine-Key-Flea-Market-Big-Pine-Key.d553248621533115810.Vacation-Attraction) #### National Key Deer Refuge Visitor Center National Key Deer Refuge Visitor Center is just one of the places to see in Big Pine Key, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beaches. [](https://expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Big-Pine-Key.d553248635974766232.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) #### Key West Visitors Center After visiting Key West Visitors Center, make a plan to see the other sights and activities in Big Pine Key. Amble around this relaxing area's marina, or seek out the fishing spots. [](https://expedia.ca/Key-West-Visitors-Center-Big-Pine-Key.d553248621561884396.Vacation-Attraction) * * * ## Best Lodging Options Near Upper Harbor Key ## Check availability on hotels close to Upper Harbor Key [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-23&endDate=2025-10-24) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-23&endDate=2025-10-24) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-23&endDate=2025-10-24) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-23&endDate=2025-10-24)[Oct 23 - Oct 24](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-23&endDate=2025-10-24) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-24&endDate=2025-10-25) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-24&endDate=2025-10-25) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-24&endDate=2025-10-25) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-24&endDate=2025-10-25)[Oct 24 - Oct 25](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=2025-10-24&endDate=2025-10-25) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025)[Oct 24 - Oct 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)[Oct 31 - Nov 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975749676&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) ![The most setup home in BPK TIKI HUT,POOL ,GRILL ,CANAL FRONT, FREE UNLIMITED ICE](https://images.trvl-media.com/lodging/65000000/64400000/64395000/64394999/3e4698e0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The most setup home in BPK TIKI HUT,POOL ,GRILL ,CANAL FRONT, FREE UNLIMITED ICE Gordon road [](https://expedia.ca/Big-Pine-Key-Hotels-Waterfront-Big-Pine-Key-Property.h64394999.Hotel-Information) ![Palm Paradise-Charming 2 bedroom house with pool and canal access, Big Pine Key](https://images.trvl-media.com/lodging/117000000/116300000/116293800/116293764/654abf12_edited_795c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palm Paradise-Charming 2 bedroom house with pool and canal access, Big Pine Key Big Pine Key [](https://expedia.ca/Big-Pine-Key-Hotels-Palm-Paradise-Charming-2-Bedroom-House-With-WiFi-And-AC-In-Big-Pine-Key.h116293764.Hotel-Information) ![Big Pine House, 4/2 two story, canal access 75 ft dock and stunning Bay view. ](https://images.trvl-media.com/lodging/105000000/104960000/104955400/104955380/187544f3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Big Pine House, 4/2 two story, canal access 75 ft dock and stunning Bay view. Big Pine Key [](https://expedia.ca/Big-Pine-Key-Hotels-Big-Pine-House.h104955380.Hotel-Information) ![Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW](https://images.trvl-media.com/lodging/43000000/42570000/42563400/42563356/c6101364_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW Big Pine Key [](https://expedia.ca/Big-Pine-Key-Hotels-Big-Pine-Key.h42563356.Hotel-Information) ![Secluded Hideaway with private pool and canal](https://images.trvl-media.com/lodging/84000000/83400000/83391500/83391414/6b037bb3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Secluded Hideaway with private pool and canal Big Pine Key [](https://expedia.ca/Big-Pine-Key-Hotels-Secluded-Hideaway-With-Private-Pool-And-Canal.h83391414.Hotel-Information) ![Relaxing Florida Keys canal front home in nature preserve](https://images.trvl-media.com/lodging/91000000/90360000/90351200/90351142/a78a8701_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relaxing Florida Keys canal front home in nature preserve Big Pine Key [](https://expedia.ca/Big-Pine-Key-Hotels-Relaxing-Florida-Keys-Canal-Front-Home-In-Nature-Preserve.h90351142.Hotel-Information) ![Pristine Waterfront Charmer - Outdoor Living & Dining, Dock, AC - Snowbirds OK](https://images.trvl-media.com/lodging/76000000/75590000/75585700/75585683/5a4410ef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pristine Waterfront Charmer - Outdoor Living & Dining, Dock, AC - Snowbirds OK Big Pine Key [](https://expedia.ca/Big-Pine-Key-Hotels-Pristine-Waterfront-Charmer-Outdoor-Living-Dining.h75585683.Hotel-Information) ![Great Location , Great Vibes, Great Pool ](https://images.trvl-media.com/lodging/69000000/68520000/68512800/68512796/6c08412d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great Location , Great Vibes, Great Pool Summerland Key [](https://expedia.ca/Big-Torch-Key-Hotels-Great-Location.h68512796.Hotel-Information) ![Beachside @ Torchview Waterfront Retreat ](https://images.trvl-media.com/lodging/67000000/66920000/66910100/66910042/46bdcb8e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beachside @ Torchview Waterfront Retreat Summerland Key [](https://expedia.ca/Big-Torch-Key-Hotels-Beachside-Torchview-Waterfront-Retreat.h66910042.Hotel-Information) [See all 724 properties in Upper Harbor Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635975749676) 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.