Cudjoe Key Vacations from $364
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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, Sugarloaf Beach and Upper Sugarloaf Sound 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.
Casablanca Miami Beach
North Beach
$1,897
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
5.8/10 (327 reviews)
Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No beach chair, no wagon and the umbrella covered 1 person. I reached out to the person but never showed up with clean sheets. I had to invest in my stay detergent, sanitizing wipes, trash bags and toilet covers. Let me know forget to say, on my first stay the bottom of my feet was all black from the floors being super dirty. The only good thing of the place was the beach distance.
Reviewed on Jul 23, 2026
What to do in Cudjoe Key
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$145
per adult
98% of travellers recommend
Cudjoe Key Hotel Deals
Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key FL
9.4/10 Exceptional! (175 reviews)
"We thought the grounds and location were perfect centrally located to everything you could want to do in the lower Keys. Host and check in process was extremely smooth and clear from start to finish. The actual cottage/unit needs a thorough cleaning, dishes were dirty and the towels/linens didn’t ..."
Reviewed on Jul 22, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$188 nightly
$212 total
Aug 19 - Aug 20
Total with taxes and fees
8.6/10 Excellent! (2,415 reviews)
"Tavern restaurant is a plus."
Reviewed on Aug 9, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$138 nightly
$156 total
Aug 19 - Aug 20
Total with taxes and fees
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, Sugarloaf Beach and Big Pine Key Flea Market |
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Frequently asked questions
How much does a Cudjoe Key vacation package cost?
You'll find cheap prices from $364 on Expedia for your Cudjoe Key getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cudjoe Key costs.
What are the cheapest months to go to Cudjoe Key?
You're likely to find lower prices and better availability in April, May and June. Browse our cheap Cudjoe Key vacation packages and you could get some great off-season deals.
How many days is enough for Cudjoe Key?
With a well-planned itinerary, you can easily tick off the main Cudjoe Key attractions in a handful of days. But if you'd like to discover hidden spots or go on day trips, consider booking your Cudjoe Key vacation for longer.
How to find the best Cudjoe Key package deals?
Use Expedia's filters to help you find some great Cudjoe Key package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Cudjoe Key package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Cudjoe Key vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Cudjoe Key vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Cudjoe Key?
If you've got your Cudjoe Key travel dates finalized, book as early as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Cudjoe Key?
- 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.
- 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.
- Use Expedia's trip planning tool 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.
- 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.
- 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.
- 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 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?
Set off on your perfect escape to Cudjoe Key with Expedia's Book Now, Pay Later vacations. No need to save up or wait for your next paycheck — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up bargains before they disappear.
Explore a world of travel with Expedia
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- Cook Island
- Boca Chica Nude Beach
- Sombrero Beach
- Schooner Western Union
- Clarence S. Higgs Memorial Beach Park
- Visit Downtown Key West
- Key West Visitors Center
- Coupon Bight Aquatic Preserve
- Key West Historic District Vacations
- Museum of Art & History at the Custom House
- Looe Key National Marine Sanctuary
- Mallory Square
- Smathers Beach
- Seven Mile Bridge
- Jackson Square
- Duval Street
- Ernest Hemingway Home and Museum
- Big Pine Key Vacations
- Summerland Key Vacations
- Visit Big Pine Key
- Key West Vacations
- Fort East Martello Museum and Gallery
- Bahama Village Vacations
- The Kite House
- Visit Sugarloaf Key
- Tennessee Williams Key West Exhibit
- All inclusive Vacation Packages Key West
- Waterfront Playhouse
- San Carlos Institute - Casa Cuba
- Key West Burlesque Theater
- Key West Firehouse Museum
- Marathon Vacations
- Sails To Rails Museum at Flagler Station
- Mallory Dock
- Key West National Wildlife Refuge
- Calusa Beach
- National Key Deer Refuge Visitor Center
- Fort Zachary Taylor Historic State Park
- Upper Sugarloaf Sound
- Old Town Key West Vacations
- Big Pine Key Flea Market
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
