Cutthroat Harbor Estates Travel Guide
Summerland Key
Visit Cutthroat Harbor Estates
Things to do
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,840
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
฿1,622
per adult
86% of travellers recommend
Key West Mangrove Kayak Eco Tour
฿2,647
per adult
100% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
฿4,233
per adult
100% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
฿2,315
per adult
76% of travellers recommend
Top hotels in Cutthroat Harbor Estates
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿3,844 per night from 31 Aug to 1 Sept
฿3,844
฿6,187 total
31 Aug - 1 Sept
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 ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ฿4,602 per night from 31 Aug to 1 Sept
฿4,602
฿7,278 total
31 Aug - 1 Sept
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 ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ฿3,196 per night from 31 Aug to 1 Sept
฿3,196
฿6,762 total
31 Aug - 1 Sept
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! (2,482 reviews)
"I loved the ocean view from the pool and the shuttle service. Bob the bartender was amazing, great personality!"
Reviewed on 30 Aug 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is ฿3,774 per night from 7 Sept to 8 Sept
฿3,774
฿5,363 total
7 Sept - 8 Sept
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! (1,082 reviews)
"Check-in was easy, and the front desk staff were extremely kind and accommodating. We thought they were wonderful. Our only complaint was an unfortunate incident with another staff member. A middle-aged woman in a green shirt, wearing earbuds/headphones, was riding a motorized mobility scooter through ..."
Reviewed on 30 Aug 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
The price is ฿4,602 per night from 31 Aug to 1 Sept
฿4,602
฿5,178 total
31 Aug - 1 Sept
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the breakfast and the pool ...
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is ฿4,672 per night from 21 Sept to 22 Sept
฿4,672
฿7,298 total
21 Sept - 22 Sept
includes taxes & fees
Stay at this business-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 ...
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.
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 Upper Sugarloaf Sound.
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 Venture Out Keys.
