Cudjoe Key Vacation Packages
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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.
Top Cudjoe Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Casablanca Miami Beach
North Beach
Price was CA $12,126, price is now CA $5,595 per person
CA $5,595
per person
Jul 26 - Aug 1
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
5.8/10 (324 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
Cudjoe Key Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jun 29 to Jun 30
CA $178
CA $280 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very good! (2,437 reviews)
"Lugar limpio y acogedor, la piscina excelente"
Reviewed on Jun 23, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Jun 29 to Jun 30
CA $186
CA $249 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very good! (1,245 reviews)
"it was nice"
Reviewed on Jun 21, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is CA $303 per night from Jul 5 to Jul 6
CA $303
CA $431 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,817 reviews)
"musty smell"
Reviewed on Jun 22, 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.
What to do in Cudjoe Key
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $36
per child
88% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
CA $55
per adult
88% of travellers recommend
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
