Channel Key Tours
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Ridley House - Key West Historic Inns
Key West Historic District
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (802 reviews)
Nice, historic hotel within great walking distance to many restaurants and shops. Comfy bed, clean room.
Reviewed on Aug 8, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,007 reviews)
My wife and I stayed here for a getaway together and absolutely loved it. The staff were very friendly and welcoming. The property was absolutely beautiful, quiet, relaxing. We loved the vibes and atmosphere. The included breakfast was above average. Gut health shots, chia pudding, boiled and deviled eggs to start off your day with good protein and nutrition. It was conveniently located to walk to all of the downtown restaurants and sites. The one thing that was subpar was the room itself. These buildings are from the 1800’s so it’s understandable that not everything is going to be perfect but the floor was mushy in a few spots and caving in like the subfloor was rotten. The air conditioning was not very cold despite us cranking it all the way down. These things could have been just our room/bungalow so it’s not necessarily a thumbs down because everything else was wonderful. Honestly if we vacation in Key West again we will most likely stay at Winslow’s again!
Reviewed on Aug 8, 2025
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (768 reviews)
Location is excellent. Very close to Duval st and easy to walk to most locations in the historic district. Plenty of good restaurants nearby. The hotel is typical old Key West style but very comfortable with good AC and spacious rooms. You can hang out by the pool after strolling around the streets and have a drink at the hotel bar. We got a two bedroom unit which was great for a family of four.
Reviewed on Aug 4, 2025
Browse tours and tickets to explore Channel Key
Tours & day trips
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Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Activity duration is 16 hours and 30 minutes
7.8 out of 10 with 15 reviews
History & culture
See all 53 activities
Key West Day Trip & Glass Bottom-Boat Tour from Miami
Activity duration is 12 hours
5.0 out of 10 with 27 reviews
Free cancellation available
Wildlife & nature
See all 52 activities
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Activity duration is 3 hours
9.2 out of 10 with 129 reviews
Free cancellation available
Private & custom tours
See all 34 activities
Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC
Activity duration is 8 hours
Free cancellation available
Adventure & outdoor
See all 20 activities
Key West Half-Day Fishing Charter
Activity duration is 5 hours
9.2 out of 10 with 14 reviews
Free cancellation available
Popular places to visit
Key West Golf Club
Play a round of golf in Key West at Key West Golf Club, and enjoy other activities such as boating. Amble around the area's seaside or seek out the biking trails.
Key West Tropical Forest and Botanical Garden
Enjoy the beautiful sunsets and explore Key West Tropical Forest and Botanical Garden, a lovely green space in Key West. Stroll along the area's beautiful beaches or experience its lively festivals.
Key West Naval Station
After visiting Key West Naval Station, make a plan to see the other sights and activities in Key West. Experience the area's great live music and entertainment choices.
Stock Island Yacht Club & Marina
Explore the waterfront of Stock Island Yacht Club & Marina and enjoy activities such as boating in Key West. Discover the area's beautiful sunsets and lively bars.
Monday Key
Commune with nature and explore the great outdoors at Monday Key during your travels in Key West. Discover the area's beautiful sunsets and lively bars.
Harper Key
Commune with nature and explore the great outdoors at Harper Key during your travels in Key West. Stroll along the area's seaside, or simply savor its lively bars.
Best Lodging Options Near Channel Key
Beachside Resort & Residences
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Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
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Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Suncoast House by Brightwild Pool Boat Dock
Key West
Waterfront Home w/ Pool & Boat Dock - Mirador House
Key West
Parking, Pool & Pet Friendly - Larkshine House
Key West
Waterfront, Pool & Dock - Spindrift House
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Waterfront Home, Heated Pool - The Seagate Estate
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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.