Florida Keys Beaches Tours and Activities

Aerial view from Venture Out on Cudjoe Key Florida., Shutterstock ID 757510879, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget
Aerial view from Venture Out on Cudjoe Key Florida., Shutterstock ID 757510879, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget
view from the pier; Shutterstock ID 479915815
Sunrise at Little Torch Key, Florida; Shutterstock ID 677246503; PO: Hcom Destination Content neighborhoods; Client: Hotels.com; Other: Hcom brand budge
Beach and Pier at Sunset, Florida, USA

Plan a trip to see Florida Keys Beaches

Price found within the past 48 hours. Click for updated prices.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was CA $2,146, price is now CA $914 per person
CA $914
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $40,886, price is now CA $19,627 per person
CA $19,627
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8/10 Very Good! (1 review)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was CA $3,324, price is now CA $1,864 per person
CA $1,864
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Courteous staff. Great location

Reviewed on Feb 7, 2026

Tours & day trips

See all 95 activities
Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

Activity duration is 16 hours and 30 minutes
9.2 out of 10 with 18 reviews
The previous price was CA $109 and current price is CA $79 per adult*
Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open barOpens in new tab

History & culture

See all 34 activities
Key West Conch Tour Train

Key West Conch Tour Train

Activity duration is 1 hour
8.8 out of 10 with 135 reviews
Free cancellation available
Price is CA $62 per adult
Key West Conch Tour TrainOpens in new tab

Wildlife & nature

See all 23 activities
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Activity duration is 3 hours
9.4 out of 10 with 147 reviews
Free cancellation available
The previous price was CA $69 and current price is CA $61 per adult
Key West Morning Snorkel Adventure with Bottomless Mimosas & BreakfastOpens in new tab

Private & custom tours

See all 10 activities
Key West Private Charter Rental: Luxury Boat with Captain

Key West Private Charter Rental: Luxury Boat with Captain

Activity duration is 8 hours
9.2 out of 10 with 10 reviews
Free cancellation available
Price is CA $1,229 per traveller*
Key West Private Charter Rental: Luxury Boat with CaptainOpens in new tab

Classes & workshops

See all 4 activities
Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion

Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion

Activity duration is 4 hours and 30 minutes
10.0 out of 10 with 2 reviews
Free cancellation available
Price is CA $183 per adult
Key West Afternoon Sail, Snorkel, Kayak & Sunset ExcursionOpens in new tab

Popular places to visit

Stopped by the sea on a ride down the Overseas Highway from Miami to Key West. The bike is a KZ750 lent to me by the guy living in the condo next door. #TheKeys #florida #beach #kawasaki

Sugarloaf Beach

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Sugarloaf Beach
Shark Key vegetation and water, Keys Islands, FL - USA

Shark Key

Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets.

Shark Key

Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

Upper Sugarloaf Sound

Upper Sugarloaf Key

Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.

Upper Sugarloaf Key

Venture Key

Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.

Venture Key

Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.

Squirrel Key

Best Lodging Options Near Florida Keys Beaches

Florida Keys Beach Getaway

Florida Keys Beach Getaway

Upper Sugarloaf Key FL
Florida Keys Beach Getaway
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
Sugar Loaf Lodge
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
Sugarloaf Key Hotel at KOA Resort
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

Summerland Key FL
Private Secluded Ocean View & Pool Near Key West
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Cudjoe Key FL
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key FL
Cottage with Pool and Boat Dockage just minutes to Key West!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Key FL
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
See all 3,498 properties in Florida Keys Beaches
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.