Boat Charters & Rentals

KEY WEST

Best Boat Charters & Rentals In Key West

Ranked by traveller popularity

The 10 most popular boat charters & rentals in Key West. Here's what they actually deliver, who runs them, and what they cost.

10 Best Boat Charters & Rentals In Key West

Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option - What you’ll likely spot under the glass (and why it varies)

Key West: Sunset Sailing Trip with Open Bar, Food and Music

Key West: Sunset Sailing Trip with Open Bar, Food and Music - Open bar details that actually matter (and what to plan around)

Key West Day Sail on Schooner America 2.0 with 2 Drinks

Key West Day Sail on Schooner America 2.0 with 2 Drinks - Mallory Square from the water: the coast-town view that clicks

Schooner Appledore Day Sail with Full Bar in Key West

Schooner Appledore Day Sail with Full Bar in Key West - Mallory Square from the water: sunset energy without the lines

KeyWest Half-Day Inshore Fishing Private Charter

KeyWest Half-Day Inshore Fishing Private Charter - Private Charter Value: $750 for Up to 4

5.KeyWest Half-Day Inshore Fishing Private Charter

5.0

Private Key West half-day fishing with live bait for tarpon, sharks, snappers, jacks, and more. Up to 4, 4 hours from Stock Island.

“My husband, 13 and 10 year old sons had a fabulous time out with Justin! They caught a huge variety of fish and came home with enough fish for dinner. They would highly recommend this charter to others!”

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Custom Charters with a Local Captain

Custom Charters with a Local Captain - Price and value: what $250 per person buys you (and why it can be worth it)

6.Custom Charters with a Local Captain

5.0

A half-day private boat charter in Key West with a seventh-generation local captain, tailored stops for sandbars, snorkeling, and sunsets.

“We had a nice trip to the sandbar with a friendly captain. Very relaxing and fun to be on the water.”

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Day Sailing Adventure in the Florida Marine Sanctuary

Day Sailing Adventure in the Florida Marine Sanctuary - Boot Key Harbor mooring-field views to start the trip right

Bimini Charters – Private 3hr Catamaran Charters, Sail & Snorkel

Bimini Charters - Private 3hr Catamaran Charters, Sail & Snorkel - West Sambo Reef Snorkeling: What You’ll Actually Experience

8.Bimini Charters – Private 3hr Catamaran Charters, Sail & Snorkel

5.0

A private 3-hour Key West catamaran with snorkeling at West Sambo Reef, dolphins and turtles, and a sunset sail. Up to 6 people.

“What a great day on the water! The captain, Nils, was super nice and took us where ever we wanted to go! The first mate, Simon…aka Chester, was a good sport, friendly, and super helpful! Ashley was very responsive to our questions! I HIGHLY recommend them for a great time!”

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Private Boat Tour to Sand Bar Snorkel Dolphins and Sunset

Private Boat Tour to Sand Bar Snorkel Dolphins and Sunset - Sandbar Snorkeling, Dolphin Odds, and a Sunset Ride

Boat Excursion in Florida Keys with Snorkeling Equipment

Boat Excursion in Florida Keys with Snorkeling Equipment - From Cow Key Marina to Your First Water Stop in Under 10 Minutes

10.Boat Excursion in Florida Keys with Snorkeling Equipment

5.0

Private Key West boat charter with included snorkeling gear, snacks, and Captain Jeff tailoring Gulf or Atlantic stops.

“Jeff was a great boat captain. He shared options and took us where we wanted to go, but also read the group and offered options when he could see that we might need something else. He was very knowledgeable and friendly.”

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