Cudjoe Key Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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, 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.
Top Cudjoe Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Downtown Miami
Price was CA $6,186, price is now CA $2,912 per person
CA $2,912
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.2/10 Very Good! (151 reviews)
This was an overall excellent experience. The room was nice and reasonably priced. There ended up being an ac issue where the room temperature wouldn’t drop below 77 degrees, which produced several sleepless nights. The communication with the rental temp was pretty horrid, we received a few ineffective ways to troubleshoot it; but nothing was ever fixed. We were even promised a follow up phone call the next day(post checkout) and were ghosted. This was pretty disappointing.
Reviewed on May 9, 2026
Cudjoe Key Hotel Deals
Seabreeze Escape WF RV Lot 489
Cudjoe Key FL
The price is CA $232 per night from May 29 to May 30
CA $232
CA $412 total
May 29 - May 30
includes taxes & fees
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key FL
8.6/10 Excellent! (163 reviews)
We had a great time !Come to same place every year .Jennifer is a very good host .House was clean and the housekeeping ladies are wonderful !!Love the time we spent at the property .
Reviewed on Apr 12, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from May 26 to May 27
CA $220
CA $325 total
May 26 - May 27
includes taxes & fees
8.4/10 Very Good! (2,209 reviews)
All good
Reviewed on May 8, 2026
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.
Explore a world of travel with Expedia
- Cudjoe Gardens Hotels
- Pet-Friendly Hotels in Cutthroat Harbor Estates
- Cheap Hotels in Lower Keys
- Family Hotels in Lower Keys
- Historic Hotels in Lower Keys
- Hotels with smoking rooms in Lower Keys
- Luxury Hotels in Lower Keys
- Pet-Friendly Hotels in Lower Keys
- Lower Keys Hotels
- Inns in Lower Keys
- Motels in Lower Keys
- Resorts in Lower Keys
- Aparthotels in Melody Key
- B&B in Melody Key
- Cabin Rentals in Melody Key
- Condo Resorts in Melody Key
- Luxury Hotels in Melody Key
- Melody Key Hotels
- Resorts in Melody Key
- Villas in Melody Key
- Apartments in Sugarloaf Key
- Chalets in Sugarloaf Key
- Adults Only Resorts & in Sugarloaf Key
- Beach Hotel Hotels in Sugarloaf Key
- Oceanfront Hotels in Sugarloaf Key
- Sugarloaf Key Hotels
- Resorts in Sugarloaf Key
- Villas in Sugarloaf Key
- Aparthotels in Summerland Key
- Castles in Summerland Key
- Guest Houses in Summerland Key
- Adults Only Resorts & in Summerland Key
- All Inclusive Resorts and in Summerland Key
- Beach Hotel Hotels in Summerland Key
- Cheap Hotels in Summerland Key
- Hotels with a Pool in Summerland Key
- Hotels with Free Breakfast in Summerland Key
- Hotels with Kitchenettes in Summerland Key
- Luxury Hotels in Summerland Key
- Oceanfront Hotels in Summerland Key
- Waterpark Hotels in Summerland Key
- Summerland Key Hotels
- Inns in Summerland Key
- Resorts in Summerland Key
- Townhomes in Summerland Key
- Villas in Summerland Key
- Bahia Honda Key Vacations
- Big Pine Key Flea Market
- Big Pine Key Vacations
- Boca Chica Key Vacations
- Boca Chica Nude Beach
- Calusa Beach
- Clarence S. Higgs Memorial Beach Park
- Dredgers Key Vacations
- Dry Tortugas National Park
- Duval Street
- Fleming Key Vacations
- Fort East Martello Museum and Gallery
- Key West Historic District Vacations
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Shipwreck Museum
- Key West Vacations
- Lower Florida Keys Vacations
- Lower Keys Vacations
- Mallory Square
- Mel Fisher Maritime Museum
- Visit Melody Key
- National Key Deer Refuge Visitor Center
- No Name Key Vacations
- Raccoon Key Vacations
- Rockland Key Vacations
- Smathers Beach
- South Beach
- Southernmost Point
- Stock Island Vacations
- Sugarloaf Key Vacations
- Visit Sugarloaf Key
- Sugarloaf Shores Vacations
- Visit Summerland Key
- Veterans Memorial Park & Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
