Key West Tours

The southernmost city in the continental U.S. — a sandbar tour, sunset cruise, and snorkel destination on its own terms.

About Key West

Key West sits at the end of the Overseas Highway, 90 miles closer to Havana than to Miami. The water is shallow, warm, and protected by the Florida Keys reef — the third-largest barrier reef in the world — which is why the area runs nearly year-round on charters: snorkel trips to Western Sambo and the Eastern Dry Rocks, sandbar runs to Marvin Key and Woman Key, sunset sails on schooners that have been on the water since the 1930s. Most of the operators we partner with launch from Stock Island Marina or the Historic Seaport, both of which are walking distance from Old Town.

If you're a first-time visitor, the typical Key West day is two activities: a morning snorkel or sandbar trip, lunch back at the dock, then a sunset cruise out of Mallory Square. Mid-day water gets crowded between November and April when cruise ships are in town; if you can book a 9 AM departure, you'll have the reef largely to yourself.

What to know before you book

Key West tours (47 available)

JetSki Tour (Departs From Key West)
From $160
Sunset Watersports

JetSki Tour (Departs From Key West)

Along the way, you’ll stop at 5 to 6 incredible locations, including the Key West Harbor, Southernmost Point, Florida Keys Wildlife Sanctuary,…

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Do It All With Parasail
From $149.95
Sunset Watersports

Do It All With Parasail

Grilled Lunch, prepared fresh everyday in our on-board kitchen. Our chef will prepare you a freshly made lunch of BBQ pork sandwiches, hot dogs,…

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Sunset Dinner Cruise
From $79.95
Sunset Watersports

Sunset Dinner Cruise

Indulge in a freshly prepared tropical buffet, served by our friendly crew and featuring local flavors that capture the spirit of Key West.

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Rise & Reef Morning Snorkel
From $45.95
Sunset Watersports

Rise & Reef Morning Snorkel

Whether you're a first-time snorkeler or a seasoned pro, this trip is designed for all experience levels. Our friendly and professional crew…

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Sunset Sip & Sail
From $69.95
Sunset Watersports

Sunset Sip & Sail

This trip includes UNLIMITED open well bar which includes rum-runners, margaritas, mixed drinks, draft beer, wine, champagne & soft drinks.

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Dolphin, Snorkel & Sunset Combo
From $69.95
Sunset Watersports

Dolphin, Snorkel & Sunset Combo

Next, we’ll head to one of Key West’s top coral reef sites for a guided snorkeling session. Dive into the warm, turquoise waters and explore a…

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Full Day Boat Rentals
From $675
Sunset Watersports

Full Day Boat Rentals

Take the helm and explore Key West your way. At Sunset Watersports, we offer the largest and most diverse fleet of rental boats in Key West, so…

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Do It All (Without Parasail)
From $139.95
Sunset Watersports

Do It All (Without Parasail)

Grilled Lunch, prepared fresh everyday in our on-board kitchen. Our chef will prepare you a freshly made lunch of BBQ pork sandwiches, hot dogs,…

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Sandbar & Kayak Eco Adventure
From $129.95
Sunset Watersports

Sandbar & Kayak Eco Adventure

Get ready for a one-of-a-kind experience as we take you deep into the heart of Key West’s untouched natural beauty. This tour begins with an…

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Sandbar & Dolphin Adventure
From $129.95
Sunset Watersports

Sandbar & Dolphin Adventure

Get ready for an unforgettable day on the water with Key West’s ultimate sandbar experience. This one-of-a-kind trip takes you far from the crowds…

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Morning Dolphin & Snorkel Combo
From $64.95
Sunset Watersports

Morning Dolphin & Snorkel Combo

But the adventure doesn’t stop there. After your dolphin encounter, we’ll head to one of Key West’s most vibrant living coral reefs for an…

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Sushi & Sunset Cruise
From $89
Barefoot Charters

Sushi & Sunset Cruise

Departing from the Garrison Bight Marina, your sunset cruise takes you on a unique path apart from the rush of boats leaving from downtown Key…

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Two Reef Snorkel Tour With Sunset Cruise
From $59.95
Sunset Watersports

Two Reef Snorkel Tour With Sunset Cruise

Join us for a beautiful late afternoon sail out to two locations on our living coral reef. Enjoy a refreshing afternoon dip in the crystal clear…

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Stock Island Wind & Wine Sunset Sail
From $109
Danger Charters

Stock Island Wind & Wine Sunset Sail

Deposits If you reserved your spot onboard with a deposit, the remaining balance will be automatically charged to the credit card on file 24 hours…

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All Inclusive Sunset Sail
From $111
Hindu Charters LLC - Argo Navis

All Inclusive Sunset Sail

Our All Inclusive Sunset Sail offers 2 hours of sailing the Key West waters where the Atlantic Ocean meets the Gulf of Mexico.

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Sandbar Trips  (up to six passengers) 1/2 Day or Full
From $525
Lagerheads Watersports LLC

Sandbar Trips (up to six passengers) 1/2 Day or Full

If cancellation occurs due to weather conditions or mechanical problems, Lagerheads Watersports reserves the right to change customer to another…

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Sandbar Boat Rental W/Capt-Guide (up to 10 passengers) 4 Hours
From $799
Lagerheads Watersports LLC

Sandbar Boat Rental W/Capt-Guide (up to 10 passengers) 4 Hours

1- Please don't bring glass on the vessel. Everyone is barefoot and we don't want broken bottles at the sandbar. 2-You can bring food, but please…

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Dip & Sip Afternoon Snorkel
From $49.95
Sunset Watersports

Dip & Sip Afternoon Snorkel

Jump on Key West’s newest catamaran, The Sandie Cat sailboat for a 3 hour snorkel adventure. Come explore the world’s 3rd largest living coral…

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SIX FINS KEY WEST: 2-HOUR FLAGSHIP GUIDED JET SKI TOUR
From $209
Six Fins Jet Ski Rental, LLC

SIX FINS KEY WEST: 2-HOUR FLAGSHIP GUIDED JET SKI TOUR

• Rescheduling & Refunds: If your tour is canceled and you cannot reschedule, you will receive a refund for the ticket price.

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Morning 2-Tank Dive: Vandenberg Wreck
From $164
Southpoint Divers

Morning 2-Tank Dive: Vandenberg Wreck

The dive unveils an underwater landscape teeming with marine biodiversity, with the ship’s towering structures now encrusted with colorful corals…

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Afternoon 2-Tank Reef Dive
From $164
Southpoint Divers

Afternoon 2-Tank Reef Dive

When you join a 2-tank reef dive in Key West, you can expect an organized and exciting underwater adventure. Your journey begins at our…

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SUV of the Seas - Ultra Luxury Activity Vessel - SeaEO I - Axopar 37 XC
From $799
SeaEO Nautical Ventures - Key West, FL

SUV of the Seas - Ultra Luxury Activity Vessel - SeaEO I - Axopar 37 XC

With the plethora of water activities in this area, the secret behind our consistently high ratings across all platforms is simple: customization.…

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Safari Eco Sandbar Tour
From $178
Sunset Watersports

Safari Eco Sandbar Tour

Jump in and captain your very own private boat as your tour guide takes you through Key West’s back country on this one of a kind Key West eco…

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Classic Day Sail Aboard Schooner America 2.0
From $56
Classic Harbor Line - Key West

Classic Day Sail Aboard Schooner America 2.0

The sail usually runs in light rain and other moderate weather situations. The only time we cancel a trip is in the event of severe or unsafe…

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