Title: Sugarloaf Shores Vacation Packages & Trips 2025 from CA $865 | Expedia.ca [Hotels in Sugarloaf Shores](https://expedia.ca/Sugarloaf-Shores-Summerland-Key-Hotels.0-n6270983-0.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)[Sugarloaf Shores Car Rentals](https://expedia.ca/Car-Rentals-In-Sugarloaf-Shores.d6270983.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 Shores 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 ## Top Holiday Package Deals in Sugarloaf Shores Price found within the past 48 hours. Click for updated prices. ![Park Central South Beach](https://images.trvl-media.com/lodging/1000000/10000/1200/1168/280efeed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Central South Beach South Beach CA $1,788 per person Jan 4 - Jan 11 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 8.6/10 Excellent! (217 reviews) Everything was perfect! Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-04/2026-01-11/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1168&paandie=true&dealMarker=BsP9jD7Sr2E5MKiSRPoAKwNCzZiN-XRpvN-_zzomHaPt3XTwmC_BqfUCvLJDph_D) ![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 $16,456 per person Dec 14 - Dec 21 found 1 day ago Roundtrip flight included Montreal (YMQ) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-21/?FromAirport=YMQ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&dealMarker=hEcxEAl0cQr8TKY7Kq7rzsn1bQgKQ2AiqEIoudOdVtkO0xZ3132XmgrpwamYnop3) ![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 $2,012 per person Jan 4 - Jan 11 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 9.4/10 Exceptional! (390 reviews) Wonderful room...kind staff Reviewed on Oct 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-04/2026-01-11/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=120299&paandie=true&dealMarker=BsP9jD7Sr2E5MKiSRPoAK8IhC0e1-A03qJd9lmIllgUoTOK23eyrEKBgrBbOTBsy) ![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 $2,286 per person Dec 26 - Dec 29 found 8 hours ago Roundtrip flight included Hamilton (YHM) 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/2025-12-26/2025-12-29/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25451&paandie=true&dealMarker=ZOcFWjIdjzq8jI8JpIijDMf-MoeTKfl_mswT3-tpZppH8SxFOKzJOCSfVf0mW89h) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach CA $4,255 per person Jan 4 - Jan 11 found 10 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 9.4/10 Exceptional! (1,333 reviews) I had an awesome view…. Got upgraded on check in so that I could see the ocean from my room… excellent service from everyone Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-04/2026-01-11/?FromAirport=YHM&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1790087&paandie=true&dealMarker=8XBgWeY4W2re3eo3s4XtfRhgzwlmLCfwMl31JEOx6c-iTTUzJa2710u80MIhsVvq) ## Where to stay in Sugarloaf Shores Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. [Learn more about Sugarloaf Shores](https://expedia.ca/Sugarloaf-Key-Sugarloaf-Shores.dx6270983) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cutthroat Harbor Estates While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby. [Find hotel + flight trips in Cutthroat Harbor Estates](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Cutthroat%20Harbor%20Estates&DestID=553248635976481702&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bay Point Bay Point might not have many top sights, but Lower Sugarloaf Sound and Sugarloaf Beach are two attractions nearby that you can check out. [Find hotel + flight trips in Bay Point](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bay%20Point&DestID=553248635976383913&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cudjoe Gardens When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area. [Find hotel + flight trips in Cudjoe Gardens](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Cudjoe%20Gardens&DestID=553248635976472640&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Breezeswept Beach Estates While Breezeswept Beach Estates isn't home to many top sights, Venture Out Keys and Newfound Harbor Keys are some notable places to visit nearby. [Find hotel + flight trips in Breezeswept Beach Estates](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Breezeswept%20Beach%20Estates&DestID=553248635976468855&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Sugarloaf Shores Hotel Deals ![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 $201 CA $307 total Nov 17 - Nov 18 includes taxes & fees 8.8/10 Excellent! (1,742 reviews) The hotel was very clean, nice staff, the room was beautiful and comfortable Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F11%2F2025&endDate=18%2F11%2F2025&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true®ionId=6270983) ![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 refundableReserve now, pay when you stay CA $224 CA $355 total Oct 26 - Oct 27 includes taxes & fees 8.6/10 Excellent! (2,805 reviews) A great place to stay! Reviewed on Oct 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true®ionId=6270983) ![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 $243 CA $362 total Nov 18 - Nov 19 includes taxes & fees 8.6/10 Excellent! (1,782 reviews) Very nice hotel, nice vibes, gorgeous pool area with food drinks and service, bar full stacked with specials and happy hour Reviewed on Oct 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F11%2F2025&endDate=19%2F11%2F2025&selected=48713884&PinnedHotelID=48713884&HadPinnedHotel=true®ionId=6270983) [See all 3,522 properties in Sugarloaf Shores](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=6270983) 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) ## Frequently asked questions ### How much does a Sugarloaf Shores vacation package cost? > From just CA $1,788, you can tailor your Sugarloaf Shores package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts. ### How do I get a cheap travel package to Sugarloaf Shores? > One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Select the combination that best suits you and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Sugarloaf Shores vacation. ### Where should I stay in Sugarloaf Shores? > A vacation in Sugarloaf Shores isn't complete without seeing Sugarloaf Beach, Upper Sugarloaf Sound and Upper Sugarloaf Key. Spend your evenings close to these popular attractions and make sightseeing simple. ### What are the top hotels in Sugarloaf Shores? > [South Point Sunset - Florida Keys Waterfront 3](https://www.expedia.ca/Sugarloaf-Key-Hotels-South-Point-Sunset-Florida-Keys-Waterfront-33-House.h63358626.Hotel-Information) and [Paradise Point - Amazing Views](https://www.expedia.ca/Sugarloaf-Key-Hotels-New-Listing-Paradise-Point-Luxurious-Open-Water-Home-W-Pool.h58100672.Hotel-Information) are among the most well-known properties in Sugarloaf Shores. Why not look up the rates and amenities at each and then decide? ### How far in advance should I book my Sugarloaf Shores vacation? > While not all airlines advertise tickets early, you can usually start comparing international flights on Expedia up to 12 months in advance. This is the time when you'll score some incredible bargains. If you've left things to the last minute, you might get lucky. Discounted prices occasionally appear just weeks prior to departure. ### What does an Expedia Sugarloaf Shores travel package include? > That mostly depends on you. You can pick from a variety of Sugarloaf Shores packages, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Sugarloaf Shores break looks like, you'll save! ### What should I know before booking a Sugarloaf Shores travel package? > You'll score great savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one spot will make your trip planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or a budget solo adventure, take a look at our vacation packages today. ### Can I choose my airline with a Sugarloaf Shores Expedia vacation package? > With a vacation package, the choice is in your hands. Whether you're looking to fly to Sugarloaf Shores in business or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world. ### If I'm not able to travel, can I cancel my Sugarloaf Shores vacation package? > Yes, it's possible to cancel your Sugarloaf Shores booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) for more information. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [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) - [Inns in Bay Point](https://www.expedia.ca/Bay-Point-Inns.d553248635976383913-aaInns.Travel-Guide-Accommodation) - [Resorts in Bay Point](https://www.expedia.ca/Bay-Point-Resort-Hotels.d553248635976383913-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Bay Point](https://www.expedia.ca/Bay-Point-Townhomes.d553248635976383913-aaTownhomes.Travel-Guide-Accommodation) - [Cudjoe Gardens Hotels](https://www.expedia.ca/Cudjoe-Gardens-Summerland-Key-Hotels.0-n553248635976472640-0.Travel-Guide-Filter-Hotels) - [Cottages in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Cottages.d3000430966-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Guest-Houses.d3000430966-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Beach-Hotel.0-0-d3000430966-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Cheap-Hotels.0-0-d3000430966-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Hotels-With-Free-Breakfast.0-0-d3000430966-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanfront-Hotels.0-0-d3000430966-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Pet-Friendly-Hotel.0-0-d3000430966-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Wedding-Hotels.0-0-d3000430966-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Cudjoe Key Hotels](https://www.expedia.ca/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels) - [Inns in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Inns.d3000430966-aaInns.Travel-Guide-Accommodation) - [Resorts in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Resort-Hotels.d3000430966-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Townhomes.d3000430966-aaTownhomes.Travel-Guide-Accommodation) - [Hotels near Florida Keys Beaches](https://www.expedia.ca/Florida-Keys-Beaches-Hotels.0-l553248635976496782-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Lower Sugarloaf Key](https://www.expedia.ca/Lower-Sugarloaf-Key-Cabins.d553248635976195908-aaCabins.Travel-Guide-Accommodation) - [Condo Resorts in Lower Sugarloaf Key](https://www.expedia.ca/Lower-Sugarloaf-Key-Condominium-Resort.d553248635976195908-aaCondominiumResort.Travel-Guide-Accommodation) - [Condo Rentals in Lower Sugarloaf Key](https://www.expedia.ca/Lower-Sugarloaf-Key-Condos.d553248635976195908-aaCondos.Travel-Guide-Accommodation) - [Lower Sugarloaf Key Hotels](https://www.expedia.ca/Lower-Sugarloaf-Key-Hotels.d553248635976195908.Travel-Guide-Hotels) - [Motels in Lower Sugarloaf Key](https://www.expedia.ca/Lower-Sugarloaf-Key-Motels.d553248635976195908-aaMotels.Travel-Guide-Accommodation) - [Hotels near Sugarloaf Beach](https://www.expedia.ca/Sugarloaf-Beach-Hotels.0-l553248635983994028-0.Travel-Guide-Filter-Hotels) - [Apartments in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Apartments.d183126-aaApartments.Travel-Guide-Accommodation) - [Chalets in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Chalets.d183126-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Guest-Houses.d183126-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Adults-Only-Resorts.0-0-d183126-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Beach-Hotel.0-0-d183126-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Boutique-Hotel.0-0-d183126-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Golf-Hotel.0-0-d183126-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Hotels-With-A-Lazy-River.0-0-d183126-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Luxury-Hotel.0-0-d183126-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Mountain-Hotels.0-0-d183126-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Oceanfront-Hotels.0-0-d183126-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Pet-Friendly-Hotel.0-0-d183126-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Spa-Hotel.0-0-d183126-tSpaHotel.Travel-Guide-Filter-Hotels) - [Sugarloaf Key Hotels](https://www.expedia.ca/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels) - [Inns in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Inns.d183126-aaInns.Travel-Guide-Accommodation) - [Motels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Motels.d183126-aaMotels.Travel-Guide-Accommodation) - [Resorts in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Resort-Hotels.d183126-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Townhomes.d183126-aaTownhomes.Travel-Guide-Accommodation) - [Villas in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Villas.d183126-aaVillas.Travel-Guide-Accommodation) - [Flights to Sugarloaf Key](https://www.expedia.ca/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights) - [Flights from Baltimore to Sugarloaf Key](https://www.expedia.ca/lp/flights/178235/183126/baltimore-to-sugarloaf-key) - [Flights from Boston to Sugarloaf Key](https://www.expedia.ca/lp/flights/178239/183126/boston-to-sugarloaf-key) - [Flights from Detroit to Sugarloaf Key](https://www.expedia.ca/lp/flights/178255/183126/detroit-to-sugarloaf-key) - [Flights from Orlando to Cudjoe Key](https://www.expedia.ca/lp/flights/178294/3000430966/orlando-to-cudjoe-key) - [Flights from Paris to Cudjoe Key](https://www.expedia.ca/lp/flights/179898/3000430966/paris-to-cudjoe-key) - [Flights from Québec City to Sugarloaf Key](https://www.expedia.ca/lp/flights/180017/183126/quebec-city-to-sugarloaf-key) - [Flights from Sugarloaf Key](https://www.expedia.ca/lp/flights/183126/flights-from-sugarloaf-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) - [Flights from Cartagena to Sugarloaf Key](https://www.expedia.ca/lp/flights/926/183126/cartagena-to-sugarloaf-key) - [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) - [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) - [Florida Keys National Marine Sanctuary](https://www.expedia.ca/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.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) - [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 Key Vacations](https://www.expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides) - [Visit Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key.dx183126) - [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) - [Car rentals near Sugarloaf Key](https://www.expedia.ca/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide) - [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) - [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) - [Hawk Rental Cars in Lower Sugarloaf Key](https://www.expedia.ca/Hawk-Car-Rentals-In-Lower-Sugarloaf-Key.d553248635976195908-c1076.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Sugarloaf Key](https://www.expedia.ca/Hertz-Car-Rentals-In-Sugarloaf-Key.d183126-c40.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 Sugarloaf Key](https://www.expedia.ca/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.