Title: Sugarloaf Key Vacation Packages 2026 from $553 | Expedia.com [Sugarloaf Key Travel Guide](https://expedia.com/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.com/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.com/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Car Rentals in Sugarloaf Key](https://expedia.com/Car-Rentals-In-Sugarloaf-Key.d183126.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 Key Vacations from $553 ## Book a Hotel + Flight or Car together to unlock savings ## Your Sugarloaf Key Vacation From its highlights to its hidden gems, this city is best explored with a Sugarloaf Key vacation package. Check out hotels located in Sugarloaf Shores, which is good for families, fishing and views. Make your trip to Sugarloaf Key even more exciting by including some sightseeing. [Florida Keys Beaches](https://www.expedia.com/Florida-Keys-Beaches-Florida.d553248635976496782.Vacation-Attraction), [Sugarloaf Beach](https://www.expedia.com/Sugarloaf-Beach-Sugarloaf-Key.d553248635983994028.Vacation-Attraction) and [Upper Sugarloaf Sound](https://www.expedia.com/Upper-Sugarloaf-Sound-Sugarloaf-Key.d553248635976195391.Vacation-Attraction) are among the major attractions you'll want to explore. No matter your travel plans or budget, putting together the ultimate tailored Sugarloaf Key vacation is simple with Expedia. ## The Latest Sugarloaf Key vacation packages Price found within the past 48 hours. Click for updated prices. ![1818 Meridian House Apartments and Suites by Eskape Collection](https://images.trvl-media.com/lodging/7000000/6120000/6117700/6117641/w2046h1362x0y0-07785b32_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1818 Meridian House Apartments and Suites by Eskape Collection South Beach Save 100% on your flight $553 per person Apr 24 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (676 reviews) It is a nice apartment room but the air conditioning is so loud and the guests upstairs is too loud. Reviewed on Mar 14, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/f54c02bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $1,958 per person May 21 - May 24 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 5.8/10 (321 reviews) Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it. Reviewed on Feb 22, 2026 ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn Save 100% on your flight $589 per person Jun 11 - Jun 14 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 7.8/10 Good! (1,027 reviews) Older, but near our kayaking. On the canal & near several restaurants- walkable. Quiet, cool Reviewed on Mar 16, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District Save 100% on your flight $1,447 per person May 24 - May 29 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (534 reviews) Love this place! Perfect location, nice rooms and cool bar with live music every night on site! Reviewed on Mar 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-18/2026-04-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Sugarloaf Key ![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) #### Upper Sugarloaf Key Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key. [](https://expedia.com/Upper-Sugarloaf-Key-Summerland-Key.d553248635975865768.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) ### What to do in Sugarloaf Key ![Marathon Backcountry Permit](https://mediaim.expedia.com/localexpert/684186/3cf6b412-d0a2-4738-b2b6-12b75d5a3daf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Marathon Backcountry Fishing Charter $667 per traveler [](https://expedia.com/things-to-do/marathon-backcountry-fishing-charter.a684186.activity-details) ![Golden Glare Fishing Charter with Experienced Captain ](https://mediaim.expedia.com/localexpert/3091255/95356db3-18ab-48e3-b460-2289ba62862a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Golden Glare Fishing Charter with Experienced Captain $650 per traveler [](https://expedia.com/things-to-do/golden-glare-fishing-charter-with-experienced-captain.a3091255.activity-details) [See all activities in Sugarloaf Key](https://expedia.com/things-to-do/search?rid=183126) ## Sugarloaf Key Hotel Deals ![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/afeef809_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sugarloaf Key Hotel at KOA Resort 251 Co Rd 939 Summerland Key FL 9.8/10 Exceptional! (508 reviews) This place is amazing! We stayed in the hotel and loved the accommodations. This campground is extremely clean, along with he hotel, The pool is gorgeous and the pub is wonderful to have onsite. We hope to come back! Reviewed on Mar 17, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=101135765&PinnedHotelID=101135765&HadPinnedHotel=true®ionId=183126) [](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=101135765&PinnedHotelID=101135765&HadPinnedHotel=true®ionId=183126) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Beach House Key West 2001 South Roosevelt Boulevard Key West FL Fully refundableReserve now, pay when you stay $399 nightly $449 total Apr 13 - Apr 14 Total with taxes and fees 8.8/10 Excellent! (1,790 reviews) Room floors were gritty, tv was not working. The pool is very small, but adequate for children. Because of the location nat the end of the airport runway, noise of departing planes made it hard to carry on a relaxed conversation. Breakfast was ok, lunch or dinner offerings were expensive and barely ... Reviewed on Mar 17, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F13%2F2026&endDate=4%2F14%2F2026&selected=48713884&PinnedHotelID=48713884&HadPinnedHotel=true®ionId=183126) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Blue Flamingo Resort Key West 3820 North Roosevelt Boulevard Key West FL Fully refundableReserve now, pay when you stay $341 nightly $383 total Apr 16 - Apr 17 Total with taxes and fees 8.2/10 Very Good! (1,983 reviews) It was a great vacation. The sites and room were clean. Very family friendly and the shuttle back and forth into town and the onsite starbucks was also a plus. Would definently stay here again. Reviewed on Mar 17, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F16%2F2026&endDate=4%2F17%2F2026&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true®ionId=183126) [See all 3,474 properties in Sugarloaf Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F19%2F2026&endDate=3%2F20%2F2026®ionId=183126) 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. ## Find the Best Sugarloaf Key Vacation Packages ## Sugarloaf Key Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Closest Airport | Key West Intl. Airport (EYW) | | Max Temp Winter | 75ºF | | Max Temp Summer | 85ºF | | Top Sights | [Florida Keys Beaches](https://www.expedia.com/Florida-Keys-Beaches-Florida.d553248635976496782.Vacation-Attraction), [Boca Chica Nude Beach](https://www.expedia.com/Boca-Chica-Nude-Beach-Key-West.d553248635983994034.Vacation-Attraction) and [Sugarloaf Beach](https://www.expedia.com/Sugarloaf-Beach-Sugarloaf-Key.d553248635983994028.Vacation-Attraction) | ## More vacations you might like ![](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.com/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 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Sugarloaf Key? ### How many days is enough for Sugarloaf Key? ### Is it worth booking a vacation package to Sugarloaf Key? ### How to find the best Sugarloaf Key package deals? ### Is it cheaper to book a Sugarloaf Key vacation as a package? ### When to book a vacation package to Sugarloaf Key? ### How to plan a trip to Sugarloaf Key? > 1. Choose when to go: Check your diary and pack your bags. Your favorite time of year and the available activities will also help you decide when to visit Sugarloaf Key. > 2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Sugarloaf Key. > 3. Use our [trip planning tool](https://www.expedia.com/why/trip-planning) to explore Sugarloaf Key: Research every part of your trip to Sugarloaf Key with this handy planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings. > 4. Work out your trip length: Consider how long you'd like to spend exploring Sugarloaf Key. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing. > 5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Sugarloaf Key vacation package that brings all your bookings together. > 6. Book experiences or activities in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Sugarloaf Key. Find all the incredible [things to do](https://www.expedia.com/Activities) in Sugarloaf Key with our dedicated travel guide. ### Does Expedia offer Book Now, Pay Later Sugarloaf Key vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Key West Hotels ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [Lower Sugarloaf Key Hotels ](https://www.expedia.com/Lower-Sugarloaf-Key-Hotels.d553248635976195908.Travel-Guide-Hotels) - [Bay Point Hotels ](https://www.expedia.com/Bay-Point-Hotels.d553248635976383913.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) - 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[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) - 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[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 Summerland Key ](https://www.expedia.com/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide) - [Enterprise Rental Cars in Summerland Key ](https://www.expedia.com/Enterprise-Car-Rentals-In-Summerland-Key.d6177802-c15.Car-Rental-Guide-Suppliers) - [Car rentals near Big Coppitt Key ](https://www.expedia.com/Car-Rentals-In-Big-Coppitt-Key.d553248635975850102.Car-Rental-Guide) - [Cudjoe Key Vacation Rentals ](https://www.expedia.com/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals) - [Summerland Key Vacation Rentals ](https://www.expedia.com/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals) - [Lower Keys Vacation Rentals ](https://www.expedia.com/Lower-Keys-Vacation-Rentals.d553248621593965863.Travel-Guide-VacationRentals) - [Ramrod Key Vacation Rentals ](https://www.expedia.com/Ramrod-Key-Vacation-Rentals.d6156102.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 Summerland Key ](https://www.expedia.com/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities) - [Things to do in Lower Keys ](https://www.expedia.com/Things-To-Do-In-Lower-Keys.d553248621593965863.Travel-Guide-Activities) - [Things to do in Ramrod Key ](https://www.expedia.com/Things-To-Do-In-Ramrod-Key.d6156102.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.