Title: Cudjoe Key Vacation Packages 2026 from $424 | Expedia.com [Cudjoe Key Travel Guide](https://expedia.com/Cudjoe-Key.dx3000430966)[Hotels in Cudjoe Key](https://expedia.com/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels)[Vacation Rentals in Cudjoe Key](https://expedia.com/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)[Flights to Cudjoe Key](https://expedia.com/Cheap-Flights-To-Cudjoe-Key.d3000430966.Travel-Guide-Flights)[Things to do in Cudjoe Key](https://expedia.com/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)[Car Rentals in Cudjoe Key](https://expedia.com/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide) ![](https://images.trvl-media.com/place/3000430966/daf5ff89-9933-4bcf-aacf-f9b64b3fe505.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cudjoe Key Vacations from $424 ## 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 Cudjoe Key Vacation Say bye-bye to the hassle of planning and hello to a Cudjoe Key vacation package. With everything organized before you go, you can focus on discovering this city, starting with Sugarloaf Shores, which is great for families, fishing and views. Make your trip to Cudjoe Key even more fulfilling 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 most popular attractions worth exploring. Whoever you're going away with and whether your budget is big or small, your ultimate Cudjoe Key vacation is just a few clicks away with Expedia. ## The Latest Cudjoe Key vacation packages Price found within the past 48 hours. Click for updated prices. ![The Penguin Hotel](https://images.trvl-media.com/lodging/1000000/70000/62900/62824/d4ab7ebb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Penguin Hotel South Beach $424 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (1,491 reviews) Great location and I messed up our reservation dates and they graciously worked with me to change to the correct dates Reviewed on Feb 14, 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 $530 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) Bed was comfortable. Vibe was funky and cool. Staff was friendly and helpful. Reviewed on Feb 12, 2026 ![President Hotel](https://images.trvl-media.com/lodging/1000000/580000/575900/575859/5a013cab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### President Hotel South Beach $453 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (1,775 reviews) Clean room, good location, close to ocean. Room was in a side building with card security on elevator. Nothing fancy, but met our needs for a pre-cruise place. Lots of fun restaurants a stroll away. Reviewed on Feb 14, 2026 ![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 $457 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (997 reviews) Clean room ! Excellent location. Nice amenities, free drinks, beach towels, nice buffet breakfast . Highly recommend for the overall value. Reviewed on Feb 12, 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 $450 per person Apr 25 - Apr 30 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 Don't see what you're looking for? See all available trips from Columbus to Cudjoe Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-15/2026-03-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_3000430966) ## Cudjoe Key Hotel Deals ![Cottage with Pool and Boat Dockage just minutes to Key West!](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cottage with Pool and Boat Dockage just minutes to Key West! Cudjoe Key FL 8.4/10 Very Good! (158 reviews) Great location. Clean, quiet place. Close to trail (across Hwy) Clear communication with host. Reviewed on Jan 1, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=33912031&PinnedHotelID=33912031&HadPinnedHotel=true®ionId=3000430966) [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=33912031&PinnedHotelID=33912031&HadPinnedHotel=true®ionId=3000430966) ![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 $370 nightly $416 total Mar 8 - Mar 9 Total with taxes and fees 8/10 Very Good! (2,080 reviews) Clean, nice location, small but nice room Reviewed on Feb 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true®ionId=3000430966) ![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 Fully refundableReserve now, pay when you stay $418 nightly $470 total Mar 9 - Mar 10 Total with taxes and fees 8.8/10 Excellent! (1,805 reviews) Room was spotless, light airy feel throughout the space. The view out our balcony elevated our entire stay! Attention to details upon arrival, soft music playing on the tv with a personalized welcome greeting. Resort was beautiful and well maintained, their landscaping was eye candy for this Ohio ... Reviewed on Feb 13, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true®ionId=3000430966) [See all 1,759 properties in Cudjoe Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F16%2F2026&endDate=2%2F17%2F2026®ionId=3000430966) 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 Cudjoe Key Vacation Packages ## Cudjoe Key Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Key West Intl. Airport (EYW) | | Population | 1,750 | | Top Sights | [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 [Big Pine Key Flea Market](https://www.expedia.com/Big-Pine-Key-Flea-Market-Big-Pine-Key.d553248621533115810.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 [](https://expedia.com/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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.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.com/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.com/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 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Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](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 Cudjoe Key vacation package cost? ### What are the cheapest months to go to Cudjoe Key? ### How many days is enough for Cudjoe Key? ### How to find the best Cudjoe Key package deals? ### Is it cheaper to book a Cudjoe Key vacation as a package? ### When to book a vacation package to Cudjoe Key? ### How to plan a trip to Cudjoe Key? > 1. Choose when to go: Check your calendar and pack your bags. Your favorite season and the type of activities on offer will also help you decide when to escape to Cudjoe Key. > 2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to save for your trip to Cudjoe Key. Then, select a hotel that works with your budget, whether that's a low-cost option or a swankier retreat. > 3. Use Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning) to discover Cudjoe Key: Research every aspect of your trip to Cudjoe Key with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings. > 4. Decide how many days away: Start by compiling a list of the sights and activities you want to get to in Cudjoe Key. Then, estimate how long you'll need at each, as well as any travel time. > 5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Cudjoe Key vacation package. > 6. Book any activities or day trips: Here's the fun part — locking in everything you want to see and do. Explore some of the top [things to do](https://www.expedia.com/Activities) in Cudjoe Key and reserve your tickets early to save time (and maybe some spending money too!). ### Does Expedia offer Book Now, Pay Later Cudjoe Key vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [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) - 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