Cutthroat Harbor Estates Vacations from ￥255,303
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 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
The Latest Cutthroat Harbor Estates Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
Mid Beach
￥327,479
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (9,027 reviews)
The property was very nice and clean and the staff were very friendly and helpful I enjoyed my stay there and would love to stay there again
Reviewed on Sep 29, 2026
Where to stay in Cutthroat Harbor Estates
Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most. Learn more about Cutthroat Harbor Estates
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.
Cutthroat Harbor Estates Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
￥17,256
￥28,264 total
Oct 1 - Oct 2
includes taxes & fees
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
￥17,468
￥29,585 total
Oct 1 - Oct 2
includes taxes & fees
9/10 Wonderful! (1,860 reviews)
"Excellent place, beautiful decor, rooms, pool, will stay again. Well recommended place."
Reviewed on Sep 29, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
￥12,375
￥28,971 total
Oct 1 - Oct 2
includes taxes & fees
8.6/10 Excellent! (2,573 reviews)
"The apartment itself was spacious, clean and fairly well maintained. Concierge and check in staff were helpful. The pool area was ok but thought the grounds could have been better maintained and some of the stairwells could do with an update. You need your room key to use the stairwells which is ..."
Reviewed on Sep 30, 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.
Frequently asked questions
How much does a Cutthroat Harbor Estates vacation package cost?
From as low as ￥255,303. Yes, you read that right. Our Cutthroat Harbor Estates packages are an easy way to make your budget go further. Bundle your hotels, flights and car rentals and get to know this wonderful destination.
How do I get a cheap travel package to Cutthroat Harbor Estates?
Lock in flights that fit in with your schedule, add a hotel to your booking and watch the savings pile up with a Cutthroat Harbor Estates vacation package. It's as easy as that! From hotels and flights to tours and rental cars, Expedia makes traveling cheaply a cinch. And with over 550 airlines and 1,000,000 hotels throughout the world to select from, you won't be short of choice.
What are the top hotels in Cutthroat Harbor Estates?
Get your vacation off to a fantastic start by booking a stay at Oceanfront Home With Large Private Deck With Boat Dockage. It's one of most popular properties in Cutthroat Harbor Estates. Another option is Dazzling Bayfront Home With 2 Boat Docks.
How far in advance should I book my Cutthroat Harbor Estates vacation?
Browse Expedia to compare international flights as soon as you know your travel dates. You can usually purchase a seat up to 12 months before departure. If you don't see your preferred carrier, or you've left things to the last moment, don't despair. Cheap tickets to Cutthroat Harbor Estates sometimes emerge just weeks before the date of departure.
What does an Expedia Cutthroat Harbor Estates travel package include?
Expedia has all you need to organize your Cutthroat Harbor Estates trip, but how you structure your package is your choice. Pick from a combination of rental cars, flights and hotels. Searching for some tours or activities to keep you busy? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a package deal to meet your needs.
What should I know before booking a Cutthroat Harbor Estates travel package?
Find deals that fit your budget with an Expedia package. Flights, hotels, rental cars — we have them all. You'll save big dollars just for combining your bookings. Whether you're taking off on a ski adventure or sipping cocktails on a beach, your dream vacation is only a few clicks away.
Can I choose my airline with a Cutthroat Harbor Estates Expedia vacation package?
Yes, the choice is yours. Expedia has access to more than 550 partner airlines around the world, so you can tailor your Cutthroat Harbor Estates adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Cutthroat Harbor Estates vacation package?
Your situation can change in a flash, so yes, you can. You may be able to cancel or alter your Cutthroat Harbor Estates vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may charge additional fees. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
Things to do
Key West Sunset Cruise & Glass Bottom Eco Tour
￥10,974
per adult
76% of travellers recommend
Key West Mangrove Kayak Eco Tour
￥12,550
per adult
100% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
￥8,723
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.