Cutthroat Harbor Estates Travel Guide
Tourist Guide
Visit Cutthroat Harbor Estates
Activities
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
NZ$47
per adult
90% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
NZ$45
per child
88% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
NZ$119
per adult
76% of travellers recommend
Key West Mangrove Kayak Eco Tour
NZ$136
per adult
100% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
NZ$207
per adult
100% of travellers recommend
Our pick of the best Cutthroat Harbor Estates Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is NZ$349 per night from 30 June to 1 July
NZ$349
30 June - 1 July
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 ...
8.4/10 Very good! (2,459 reviews)
"Family oriented and relaxing. Lots of entertainment and reliable transportation to and from key west town. It is across the street from the waterfront but swimming beach is not at walking distance. Overall a really great place to stay."
Reviewed on 28 June 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is NZ$305 per night from 9 July to 10 July
NZ$305
9 July - 10 July
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 ...
8/10 Very good! (1,251 reviews)
"Very clean"
Reviewed on 27 June 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is NZ$444 per night from 6 July to 7 July
NZ$444
6 July - 7 July
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! (2,310 reviews)
"The elevator was broken my whole stay and the beach it’s dirty and very small. The pool was good and the food at the pool area was excellent."
Reviewed on 26 June 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is NZ$358 per night from 14 July to 15 July
NZ$358
14 July - 15 July
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 ...
9/10 Wonderful! (1,814 reviews)
"The hotel has a beautiful pool. However, the rooms are rather small, the lighting is poor, and there are no mirrors outside of the bathroom. The hotel has a poolside bar which apparently accommodates all of your meals, coffee alcoholic beverages, etc. The hotel offers a food truck service only it’s ..."
Reviewed on 26 June 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is NZ$370 per night from 5 July to 6 July
NZ$370
5 July - 6 July
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! (1,045 reviews)
"We loved staying in New Town and enjoyed the shuttle service back and forth to Old Town"
Reviewed on 26 June 2026
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
The price is NZ$711 per night from 5 July to 6 July
NZ$711
5 July - 6 July
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, free parking and a snack bar/deli. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (1,158 reviews)
"Amazing area. I was pleasantly surprised by how lovely it was. I would stay here again,"
Reviewed on 28 June 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.
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.
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.
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.
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.
