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.
Ibis Bay Beach Resort
Northside Resort
Price was CA $2,380, price is now CA $1,338 per person
CA $1,338
per person
Aug 10 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
8/10 Very good! (2,313 reviews)
Breakfast needs improvement because it lacks variety.
Reviewed on Jun 24, 2026
Casablanca Miami Beach
North Beach
Price was CA $12,121, price is now CA $5,770 per person
CA $5,770
per person
Jul 26 - Aug 1
found 1 day 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 $174 per night from Jun 29 to Jun 30
CA $174
CA $276 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very good! (2,449 reviews)
"Great"
Reviewed on Jun 26, 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 $185 per night from Jun 29 to Jun 30
CA $185
CA $249 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very good! (1,249 reviews)
"This property is write down and was traditionally over priced for the stay. The gives run down Dexter vibes and was less than fabulous in its remodeling. One sad elevator and just a general sad run down hotel that might have been nice several decades ago even with the location. Parking was 100% full ..."
Reviewed on Jun 26, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $301 per night from Jun 29 to Jun 30
CA $301
CA $428 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,812 reviews)
"Beautiful property! Very well maintained. Rooms are spacious, clean and very quiet. Very friendly staff. Excellent restaurant. We loved the pool as the beach had sargassum and was unusable. We booked this hotel bc of the proximity to the beach. We were still happy that we booked it as it is very ..."
Reviewed on Jun 26, 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
Discover US East Coast Self Guided Audio Tour
CA $201
per traveller
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
CA $234
per adult
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $36
per child
88% of travellers recommend
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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.
