Title: Sugarloaf Key Vacation Packages 2026 from $328 | 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 $328 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## 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. ![Hyatt Place Miami Airport-East](https://images.trvl-media.com/lodging/10000000/9520000/9517300/9517242/e322cfbb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Miami Airport-East Palmer Lake $328 per person Apr 13 - Apr 17 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (2,247 reviews) Room was spotless and comfortable Reviewed on Feb 7, 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 $610 per person Apr 12 - Apr 18 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 ![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 Save 100% on your flight $663 per person Apr 16 - Apr 20 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1,004 reviews) Room was clean, spacious with a wonderful canal view. Reviewed on Jan 27, 2026 ![Ilios Rentals](https://images.trvl-media.com/lodging/120000000/119920000/119913900/119913827/52952de0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ilios Rentals Downtown Miami $1,105 per person Apr 16 - Apr 21 found 14 hours ago Roundtrip flight included Boston (BOS) to Miami (MIA) No reviews ![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/dca879fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### EAST Miami Residences Downtown Miami $1,366 per person Apr 16 - Apr 21 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9/10 Wonderful! (84 reviews) Es la 3 vez que me hospedo y es excelente el trato, la hubicacion y las fascilidades. Reviewed on Jan 26, 2026 Don't see what you're looking for? See all available trips from Phoenix to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Phoenix,%20Arizona,%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 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) #### 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) ### 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/102000000/101140000/101135800/101135765/3a7e709a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sugarloaf Key Hotel at KOA Resort 251 Co Rd 939 Summerland Key FL 9.6/10 Exceptional! (481 reviews) The staff were wonderful, seam-less check. Immaculate and spacious rooms! I would just add a multi use counter top toaster oven seeing as there is no oven. Reviewed on Feb 4, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=101135765&PinnedHotelID=101135765&HadPinnedHotel=true®ionId=183126) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=101135765&PinnedHotelID=101135765&HadPinnedHotel=true®ionId=183126) ![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 $530 nightly $596 total Feb 8 - Feb 9 Total with taxes and fees 8.6/10 Excellent! (3,047 reviews) Always our favorite spot. Staff is wonderful. Can’t beat the views and amenities. Reviewed on Feb 1, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true®ionId=183126) ![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 $350 nightly $394 total Feb 8 - Feb 9 Total with taxes and fees 8/10 Very Good! (2,071 reviews) Great ppl that work there! Reviewed on Feb 5, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true®ionId=183126) [See all 3,541 properties in Sugarloaf Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F8%2F2026&endDate=2%2F9%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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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Sugarloaf Key vacation package cost? ### What are the cheapest months to go to 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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