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
฿1,856
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
฿1,096
per adult
82% of travellers recommend
Key West Mangrove Kayak Eco Tour
฿2,671
per adult
100% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
฿1,299
per adult
88% of travellers recommend
Top hotels in Cutthroat Harbor Estates
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ฿5,136 per night from 16 Nov to 17 Nov
฿5,136
฿7,927 total
16 Nov - 17 Nov
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! (1,890 reviews)
"Muy bien staff, excelente la predisposición de Jazmin en el front desk"
Reviewed on 27 Oct 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿3,922 per night from 29 Oct to 30 Oct
฿3,922
฿6,312 total
29 Oct - 30 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 ...
8.6/10 Excellent! (2,751 reviews)
"We had a fantastic stay with my family. My daughter loved the pool,the game and the room size gave us plenty of space to spread out without feeling crammed.Housekeeping kept everything fresh, the staff went out of their way to be welcoming. Great spot for a family trip."
Reviewed on 28 Oct 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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. ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is ฿4,357 per night from 29 Oct to 30 Oct
฿4,357
฿6,042 total
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 ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is ฿3,863 per night from 17 Nov to 18 Nov
฿3,863
฿5,296 total
17 Nov - 18 Nov
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 ...
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
The price is ฿4,695 per night from 1 Nov to 2 Nov
฿4,695
฿6,232 total
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 ...
8.8/10 Excellent! (1,174 reviews)
"Amazing stay"
Reviewed on 28 Oct 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.
Check Cutthroat Harbor Estates hotel availability
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.
