Title: Sugarloaf Shores Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $570 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. ![Flow Fort Lauderdale Hotel](https://images.trvl-media.com/lodging/71000000/70340000/70330700/70330603/w8183h5464x9y0-3a9d82ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Flow Fort Lauderdale Hotel Downtown Fort Lauderdale CA $570 per person Apr 6 - Apr 10 found 2 days ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 9/10 Wonderful! (560 reviews) On a positive note, the location is great, the staff is great, the rooms are great. But, if you book the studio suite, they all face (and are very close to) the train tracks. Trains come fairly often, are noisy and so, don't book this hotel/room if you don't have a great noise machine or expect sleep. Reviewed on Jan 27, 2026 ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn CA $744 per person Apr 9 - Apr 13 found 20 hours ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8/10 Very Good! (1,004 reviews) Exactly as expected, was lovely! Reviewed on Jan 22, 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 CA $705 per person Apr 5 - Apr 10 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.4/10 Very Good! (1,001 reviews) I had a wondeful time at this hotel (1/20-1/24/2026). The staff was polite, friendly and always ready to help. Room was clean and stylish exacly like the photo. The location is perfect: quiet and peaceful. And the same time not far from popular places. I really enjoyed my stay and would definitely recommend this hotel to others. Reviewed on Jan 26, 2026 ![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 $13,991 per person Apr 5 - Apr 10 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8/10 Very Good! (1 review) ![President Hotel Villa](https://images.trvl-media.com/lodging/11000000/10620000/10612900/10612810/06988314_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### President Hotel Villa South Beach CA $780 per person Apr 5 - Apr 10 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.2/10 Very Good! (997 reviews) We had a great stay at President Hotel Villa and stayed in a Deluxe Room. The room was clean, bright, and very comfortable. I want to give special thanks to Henry at the front desk — his service was outstanding. He was incredibly kind, caring, and attentive, and truly made us feel welcome. It’s rare to meet someone who cares so genuinely about guests. Breakfast was included, the price was very fair, and the location is perfect. The hotel is close to the beach but on the second line, which makes it quiet and peaceful. The nearby beach is also very nice. We really enjoyed our stay and would happily come back again. Reviewed on Jan 21, 2026 ## 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) ![Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.](https://images.trvl-media.com/place/553248635976481702/7efc6f73-bf7b-4c19-9424-6ca3071f1ffe.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cutthroat Harbor Estates While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys 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) ### Cudjoe Gardens When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, 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) ![Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.](https://images.trvl-media.com/place/553248635976468855/342969f8-bf72-47fd-9555-c44c22f7719e.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Breezeswept Beach Estates While Breezeswept Beach Estates isn't home to many top sights, Cook Island 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 ![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 $637 CA $817 total Jan 28 - Jan 29 includes taxes & fees 8.6/10 Excellent! (3,031 reviews) We had a great stay at Southernmost Beach resort. We got a 2 queen bed room for our trip of 4 people for 5 nights. We loved the location of our room, which was on the second resort block, next to South Beach and the resort’s Shores pool/bar. The noise level was a bit high between neighboring rooms/night ... Reviewed on Jan 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true®ionId=6270983) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceans Edge Key West Resort, Hotel & Marina 5950 Peninsular Avenue Key West FL CA $405 CA $541 total Jan 28 - Jan 29 includes taxes & fees 8.8/10 Excellent! (1,785 reviews) The room was very clean and nicely located. The staff was very friendly and accomodating. Reviewed on Jan 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true®ionId=6270983) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ibis Bay Beach Resort 3101 N. Roosevelt Blvd Key West FL Fully refundableReserve now, pay when you stay CA $386 CA $471 total Jan 29 - Jan 30 includes taxes & fees 8/10 Very Good! (2,072 reviews) We had a last minute cancellation on our VRBO. Ibis Bay was able to accommodate us immediately. The staff was awesome and the room was clean. Reviewed on Jan 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true®ionId=6270983) [See all 3,547 properties in Sugarloaf Shores](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F01%2F2026&endDate=29%2F01%2F2026®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? ### How do I get a cheap travel package to Sugarloaf Shores? ### Where should I stay in Sugarloaf Shores? ### What are the top hotels in Sugarloaf Shores? ### How far in advance should I book my Sugarloaf Shores vacation? ### What does an Expedia Sugarloaf Shores travel package include? ### What should I know before booking a Sugarloaf Shores travel package? ### Can I choose my airline with a Sugarloaf Shores Expedia vacation package? ### If I'm not able to travel, can I cancel my Sugarloaf Shores vacation package? ## Explore a world of travel with Expedia - 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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.