Cutthroat Harbor Estates Travel Guide
Tourist Guide
Visit Cutthroat Harbor Estates
Activities
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
AU$78
per adult
88% of travellers recommend
Key West Mangrove Kayak Eco Tour
AU$112
per adult
100% of travellers recommend
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
AU$183
per adult
98% of travellers recommend
Full-Day Trip to Key West from Miami
AU$105
per traveller
80% of travellers recommend
Key West Dolphin Tour & Snorkeling- Small Group
AU$180
per adult
100% of travellers recommend
Our pick of the best Cutthroat Harbor Estates Hotel Deals
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundable
The price is AU$378 per night from 30 Oct to 31 Oct
AU$378
30 Oct - 31 Oct
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AU$266 per night from 25 Oct to 26 Oct
AU$266
25 Oct - 26 Oct
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is AU$324 per night from 25 Oct to 26 Oct
AU$324
25 Oct - 26 Oct
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,644 reviews)
"Great place to stay if you want to pack light. Having a washer and dryer was super appreciated. The two bedroom suite is well separated with each having their own bathroom/shower. All the needed items in the kitchen you'll need to cook your meals onsite if you chose. I especially enjoy the onsite ..."
Reviewed on 23 Oct 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is AU$238 per night from 29 Oct to 30 Oct
AU$238
29 Oct - 30 Oct
includes taxes & fees
Stay at this business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8.4/10 Very good! (1,118 reviews)
"Not our first stay but it’s always a pleasure staying there. We have nothing bad to say after 4 stays over the years"
Reviewed on 21 Oct 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is AU$219 per night from 26 Oct to 27 Oct
AU$219
26 Oct - 27 Oct
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
8.2/10 Very good! (1,344 reviews)
"Pros: great location, nice pool area, clean room, price good for the area, friendly staff. Cons: ice machine near our room broken, one of the elevators was out of order, bed uncomfortably firm, despite the website saying they had dinner inside the only food choices were from the poolside bar. Still ..."
Reviewed on 19 Oct 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
The price is AU$216 per night from 1 Nov to 2 Nov
AU$216
1 Nov - 2 Nov
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the breakfast and the pool in their ...
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.
Our guide on where to stay in Cutthroat Harbor Estates
Find the best Cutthroat Harbor Estates areas for the activities you enjoy most.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.
Bay Point
While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.
