Title: Upper Sugarloaf Key Tours - Book Now | Expedia.com [Upper Sugarloaf Key Hotels](https://expedia.com/Upper-Sugarloaf-Key-Hotels.0-l553248635975865768-0.Travel-Guide-Filter-Hotels)[Flights to Summerland Key](https://expedia.com/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.com/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Car Rentals in Upper Sugarloaf Key](https://expedia.com/Car-Rentals-In-Upper-Sugarloaf-Key.d553248635975865768.Car-Rental-Guide)[Summerland Key Vacation Packages](https://expedia.com/Summerland-Key.d6177802.Destination-Travel-Guides) # Upper Sugarloaf Key Tours ## Visit Upper Sugarloaf Key Activities --- --- When you've finished up at this urban area in [Sugarloaf Key](https://www.expedia.com/Sugarloaf-Key.dx183126), why not make your way to Florida Keys Beaches, Sugarloaf Beach, and Upper Sugarloaf Sound? They're not too far from Upper Sugarloaf Key and also a favorite with many travelers. ## Plan a trip to see Upper Sugarloaf Key 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 $499 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (394 reviews) A reasonably priced art deco hotel in a popular tourist area. Hotel and rooms are stylishly designed. Restaurant food was ok. Maria was a fabulous server. On the downside, there is no pool or fitness center. Reviewed on Jan 12, 2026 ![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 $515 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (1,001 reviews) Prime location within walking distance to all the hot spots. Included are 2 beach chairs with towels per day. Philip at the concierge received us warmly…checking us in early and giving us great recommendations. Room was a great size, A/C, with bathroom amenities. Overall, totally recommend. Reviewed on Jan 31, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $536 per person Apr 8 - Apr 14 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 5.8/10 (311 reviews) I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly Reviewed on Nov 12, 2025 ### Popular places to visit ![Aerial view from Venture Out on Cudjoe Key Florida., Shutterstock ID 757510879, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget](https://images.trvl-media.com/place/553248635976496782/a20a9413-7e85-4fd2-95ee-846207681027.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florida Keys Beaches Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates? [](https://expedia.com/Florida-Keys-Beaches-Florida.d553248635976496782.Vacation-Attraction) ![Stopped by the sea on a ride down the Overseas Highway from Miami to Key West. The bike is a KZ750 lent to me by the guy living in the condo next door. #TheKeys #florida #beach #kawasaki ](https://images.trvl-media.com/place/553248635983994028/1d746f78-98d9-4591-8682-e70514df330b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sugarloaf Beach Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key? [](https://expedia.com/Sugarloaf-Beach-Summerland-Key.d553248635983994028.Vacation-Attraction) ![Shark Key vegetation and water, Keys Islands, FL - USA](https://images.trvl-media.com/place/553248635976194849/ad7d3af1-00b1-4385-a55a-a8c6038c75da.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 great live music and beautiful sunsets. [](https://expedia.com/Shark-Key-Key-West.d553248635976194849.Vacation-Attraction) #### Upper Sugarloaf Sound Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key. [](https://expedia.com/Upper-Sugarloaf-Sound-Summerland-Key.d553248635976195391.Vacation-Attraction) #### Venture Key Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key. [](https://expedia.com/Venture-Key-Summerland-Key.d874556559894753280.Vacation-Attraction) #### Crab Key Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key. [](https://expedia.com/Crab-Key-Summerland-Key.d874555154127626240.Vacation-Attraction) --- ## Best Lodging Options Near Upper Sugarloaf Key ## Check availability on hotels close to Upper Sugarloaf Key [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2026-02-06&endDate=2026-02-07)[Feb 6 - Feb 7](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2026-02-06&endDate=2026-02-07) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2026-02-07&endDate=2026-02-08) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2%2F6%2F2026&endDate=2%2F8%2F2026)[Feb 6 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635975865768&startDate=2%2F6%2F2026&endDate=2%2F8%2F2026) ![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.com/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.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 FL [](https://expedia.com/Sugarloaf-Key-Hotels-Lakefront-Bungalow-Pet-Friendly-Sugarloaf-Key-Great-Amenities.h100718262.Hotel-Information) ![Soothing cabin in Sugarloaf Key](https://images.trvl-media.com/lodging/122000000/121670000/121668100/121668029/935de852_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Soothing cabin in Sugarloaf Key Summerland Key FL [](https://expedia.com/Summerland-Key-Hotels-Soothing-Cabin-In-Sugarloaf-Key.h121668029.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 FL [](https://expedia.com/Summerland-Key-Hotels-Pelico-Palms-Estate.h89464403.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 FL [](https://expedia.com/Summerland-Key-Hotels-The-Sunset-Suites-Of-Pelico-Palms.h89464402.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 FL [](https://expedia.com/Summerland-Key-Hotels-The-Villa-Of-Pelico-Palms.h89464401.Hotel-Information) ![Starlight Serenity - Hideaway w Stunning Views](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/93e2a835_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Starlight Serenity - Hideaway w Stunning Views Summerland Key FL [](https://expedia.com/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information) ![Sublimely private luxury home with enveloping oceanfront views near Key West](https://images.trvl-media.com/lodging/67000000/66820000/66812200/66812190/926f6a36_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sublimely private luxury home with enveloping oceanfront views near Key West Near Key West FL [](https://expedia.com/Sugarloaf-Key-Hotels-Luxurious-Oceanfront-Home-W-A-Private-Pool.h66812190.Hotel-Information) ![Starlight Serenity - Hideaway w/ Stunning Views](https://images.trvl-media.com/lodging/112000000/111880000/111873800/111873736/df86f182_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Starlight Serenity - Hideaway w/ Stunning Views Summerland Key FL [](https://expedia.com/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-With-Stunning-Views.h111873736.Hotel-Information) [See all 817 properties in Upper Sugarloaf Key](https://expedia.com/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. Additional terms may apply. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Key West Hotels ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [Cudjoe Key Hotels ](https://www.expedia.com/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels) - [RV Parks in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-RV-Parks.d3000430966-aaRVParks.Travel-Guide-Accommodation) - [Cottages in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Cottages.d3000430966-aaCottages.Travel-Guide-Accommodation) - [Resorts in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Resorts.d3000430966-aaResorts.Travel-Guide-Accommodation) - [Beach Hotels in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Hotels-Beach-Hotel.0-0-d3000430966-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Hotels-Hotels-With-Restaurants.0-0-d3000430966-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Villas in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Villas.d3000430966-aaVillas.Travel-Guide-Accommodation) - [Pet-friendly Hotels in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Hotels-Pet-Friendly-Hotel.0-0-d3000430966-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Hotels-Cheap-Hotels.0-0-d3000430966-tCheapHotels.Travel-Guide-Filter-Hotels) - [Vacation Homes in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Private-Vacation-Homes.d3000430966-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [4 Star Hotels in Cudjoe Key ](https://www.expedia.com/4Star-Cudjoe-Key-Hotels.s40-0-d3000430966.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Hotels-Hilton-Hotels.0-0-d3000430966--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Fishing Resorts & in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Hotels-Fishing-Hotels.0-0-d3000430966-tFishingHotels.Travel-Guide-Filter-Hotels) - [Motels in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Motels.d3000430966-aaMotels.Travel-Guide-Accommodation) - [Condo Rentals in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Condos.d3000430966-aaCondos.Travel-Guide-Accommodation) - [Houseboats in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Houseboats.d3000430966-aaHouseboats.Travel-Guide-Accommodation) - [Historic Hotels in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Hotels-Historic-Hotel.0-0-d3000430966-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key-Hotels-Hotel-With-Pool.0-0-d3000430966-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Sugarloaf Key Hotels ](https://www.expedia.com/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels) - [Lower Sugarloaf Key Hotels ](https://www.expedia.com/Lower-Sugarloaf-Key-Hotels.d553248635976195908.Travel-Guide-Hotels) - [Houseboats in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Houseboats.d183126-aaHouseboats.Travel-Guide-Accommodation) - [RV Parks in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-RV-Parks.d183126-aaRVParks.Travel-Guide-Accommodation) - [Cottages in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Cottages.d183126-aaCottages.Travel-Guide-Accommodation) - [Villas in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Villas.d183126-aaVillas.Travel-Guide-Accommodation) - [Cabin Rentals in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Cabins.d183126-aaCabins.Travel-Guide-Accommodation) - [Oceanfront Hotels in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Oceanfront-Hotels.0-0-d183126-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Cheap-Hotels.0-0-d183126-tCheapHotels.Travel-Guide-Filter-Hotels) - [Apartments in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Apartments.d183126-aaApartments.Travel-Guide-Accommodation) - [B&B in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Bed-And-Breakfast.d183126-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels & Resorts for Couples in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Couples-Resorts-Hotels.0-0-d183126-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Condo Rentals in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Condos.d183126-aaCondos.Travel-Guide-Accommodation) - [All-inclusive Resorts in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-All-Inclusive-Hotel.0-0-d183126-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Luxury-Hotel.0-0-d183126-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Family-Hotel.0-0-d183126-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Hilton-Hotels.0-0-d183126--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Beach Hotels in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Beach-Hotel.0-0-d183126-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Bar-Hotel.0-0-d183126-tBarHotel.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Hotels-With-Tennis-Courts.0-0-d183126-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Spa-Hotel.0-0-d183126-tSpaHotel.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Sugarloaf Key ](https://www.expedia.com/3Star-Sugarloaf-Key-Hotels.s30-0-d183126.Travel-Guide-Filter-Hotels) - [Guest Houses in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Guest-Houses.d183126-aaGuestHouses.Travel-Guide-Accommodation) - [4 Star Hotels in Sugarloaf Key ](https://www.expedia.com/4Star-Sugarloaf-Key-Hotels.s40-0-d183126.Travel-Guide-Filter-Hotels) - [Condo Resorts in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Condominium-Resort.d183126-aaCondominiumResort.Travel-Guide-Accommodation) - [Hotels with a Pool in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Hotel-With-Pool.0-0-d183126-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Historic Hotels in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Hotels-Historic-Hotel.0-0-d183126-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Resorts in Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key-Resorts.d183126-aaResorts.Travel-Guide-Accommodation) - [Lower Keys Hotels ](https://www.expedia.com/Lower-Keys-Hotels.d553248621593965863.Travel-Guide-Hotels) - [Fishing Resorts & in Lower Keys ](https://www.expedia.com/Lower-Keys-Hotels-Fishing-Hotels.0-0-d553248621593965863-tFishingHotels.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Lower Keys ](https://www.expedia.com/Lower-Keys-Hotels-Cheap-Hotels.0-0-d553248621593965863-tCheapHotels.Travel-Guide-Filter-Hotels) - [Pet-friendly Hotels in Lower Keys ](https://www.expedia.com/Lower-Keys-Hotels-Pet-Friendly-Hotel.0-0-d553248621593965863-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotels in Lower Keys ](https://www.expedia.com/Lower-Keys-Hotels-Beach-Hotel.0-0-d553248621593965863-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cottages in Lower Keys ](https://www.expedia.com/Lower-Keys-Cottages.d553248621593965863-aaCottages.Travel-Guide-Accommodation) - [5 Star Hotels in Lower Keys ](https://www.expedia.com/5Star-Lower-Keys-Hotels.s50-0-d553248621593965863.Travel-Guide-Filter-Hotels) - [Resorts in Lower Keys ](https://www.expedia.com/Lower-Keys-Resorts.d553248621593965863-aaResorts.Travel-Guide-Accommodation) - [Motels in Lower Keys ](https://www.expedia.com/Lower-Keys-Motels.d553248621593965863-aaMotels.Travel-Guide-Accommodation) - [Extended Stay Hotels in Lower Keys ](https://www.expedia.com/Lower-Keys-Hotels-Extended-Stay-Hotels.0-0-d553248621593965863-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Lower Keys ](https://www.expedia.com/4Star-Lower-Keys-Hotels.s40-0-d553248621593965863.Travel-Guide-Filter-Hotels) - [RV Parks in Lower Keys ](https://www.expedia.com/Lower-Keys-RV-Parks.d553248621593965863-aaRVParks.Travel-Guide-Accommodation) - [Apartments in Lower Keys ](https://www.expedia.com/Lower-Keys-Apartments.d553248621593965863-aaApartments.Travel-Guide-Accommodation) - [Hotels with Hot Tubs in Lower Keys ](https://www.expedia.com/Lower-Keys-Hotels-Hotels-With-Hot-Tubs.0-0-d553248621593965863-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Ski Hotels in Lower Keys ](https://www.expedia.com/Lower-Keys-Hotels-Ski-Hotel.0-0-d553248621593965863-tSkiHotel.Travel-Guide-Filter-Hotels) - [Bay Point Hotels ](https://www.expedia.com/Bay-Point-Hotels.d553248635976383913.Travel-Guide-Hotels) - [Flights to Cudjoe Key ](https://www.expedia.com/Cheap-Flights-To-Cudjoe-Key.d3000430966.Travel-Guide-Flights) - [Flights from Cudjoe Key ](https://www.expedia.com/lp/flights/3000430966/flights-from-cudjoe-key) - [Flights from Minneapolis - St. Paul to Cudjoe Key ](https://www.expedia.com/lp/flights/178287/3000430966/minneapolis-st-paul-to-cudjoe-key) - [Flights from Boston to Cudjoe Key ](https://www.expedia.com/lp/flights/178239/3000430966/boston-to-cudjoe-key) - [Flights from Raleigh to Cudjoe Key ](https://www.expedia.com/lp/flights/178300/3000430966/raleigh-to-cudjoe-key) - [Flights from Tampa to Cudjoe Key ](https://www.expedia.com/lp/flights/602996/3000430966/tampa-to-cudjoe-key) - [Flights from Orlando to Cudjoe Key ](https://www.expedia.com/lp/flights/178294/3000430966/orlando-to-cudjoe-key) - [Flights from Lower Sugarloaf Key ](https://www.expedia.com/lp/flights/553248635976195908/flights-from-lower-sugarloaf-key) - [Flights to Sugarloaf Key ](https://www.expedia.com/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights) - [Flights from New York to Sugarloaf Key ](https://www.expedia.com/lp/flights/178293/183126/new-york-to-sugarloaf-key) - [Flights from Sugarloaf Key ](https://www.expedia.com/lp/flights/183126/flights-from-sugarloaf-key) - [Flights to Lower Keys ](https://www.expedia.com/Cheap-Flights-To-Lower-Keys.d553248621593965863.Travel-Guide-Flights) - [Key West Vacations ](https://www.expedia.com/Key-West.d1187.Destination-Travel-Guides) - [Cudjoe Key Vacations ](https://www.expedia.com/Cudjoe-Key.d3000430966.Destination-Travel-Guides) - [Visit Cudjoe Key ](https://www.expedia.com/Cudjoe-Key.dx3000430966) - [Where to stay in Cudjoe Key ](https://www.expedia.com/Cudjoe-Key.dx3000430966.Where-To-Stay) - [Sugarloaf Key Vacations ](https://www.expedia.com/Sugarloaf-Key.d183126.Destination-Travel-Guides) - [Visit Sugarloaf Key ](https://www.expedia.com/Sugarloaf-Key.dx183126) - [Visit Lower Keys ](https://www.expedia.com/Lower-Keys.dx553248621593965863) - [Car rentals near Cudjoe Key ](https://www.expedia.com/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide) - [Budget Rental Cars in Cudjoe Key ](https://www.expedia.com/Budget-Car-Rentals-In-Cudjoe-Key.d3000430966-c39.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Cudjoe Key ](https://www.expedia.com/Enterprise-Car-Rentals-In-Cudjoe-Key.d3000430966-c15.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Cudjoe Key ](https://www.expedia.com/Sixt-Car-Rentals-In-Cudjoe-Key.d3000430966-c35.Car-Rental-Guide-Suppliers) - [Alamo Rent A Car Rental Cars in Cudjoe Key ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Cudjoe-Key.d3000430966-c6.Car-Rental-Guide-Suppliers) - [Fox Rental Cars Rental Cars in Cudjoe Key ](https://www.expedia.com/Fox-Rental-Cars-Car-Rentals-In-Cudjoe-Key.d3000430966-c19.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Cudjoe Key ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Cudjoe-Key.d3000430966-c45.Car-Rental-Guide-Suppliers) - [Car rentals near Sugarloaf Key ](https://www.expedia.com/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide) - [Enterprise Rental Cars in Sugarloaf Key ](https://www.expedia.com/Enterprise-Car-Rentals-In-Sugarloaf-Key.d183126-c15.Car-Rental-Guide-Suppliers) - [Alamo Rent A Car Rental Cars in Sugarloaf Key ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Sugarloaf-Key.d183126-c6.Car-Rental-Guide-Suppliers) - [Pickup Car Rentals in Sugarloaf Key ](https://www.expedia.com/Pickup-Car-Rentals-In-Sugarloaf-Key.d183126-tPickup.Car-Rental-Guide-Class) - [Hertz Rental Cars in Sugarloaf Key ](https://www.expedia.com/Hertz-Car-Rentals-In-Sugarloaf-Key.d183126-c40.Car-Rental-Guide-Suppliers) - [Cudjoe Key Vacation Rentals ](https://www.expedia.com/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals) - [Sugarloaf Key Vacation Rentals ](https://www.expedia.com/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals) - [Lower Keys Vacation Rentals ](https://www.expedia.com/Lower-Keys-Vacation-Rentals.d553248621593965863.Travel-Guide-VacationRentals) - [Things to do in Cudjoe Key ](https://www.expedia.com/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities) - [Things to do in Sugarloaf Key ](https://www.expedia.com/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities) - [Things to do in Lower Keys ](https://www.expedia.com/Things-To-Do-In-Lower-Keys.d553248621593965863.Travel-Guide-Activities)