Whale & Dolphin Watching in Key West

17 boats available

The best out of 17 boat rental deals in Key West - enter dates to check availability

Top Whale & Dolphin Watching in Key West

Key West: 17 boats available

Kilo Whiskey Charters - Sunset and Snorkeling
Kilo Whiskey Charters - Sunset and Snorkeling
Kilo Whiskey Charters - Sunset and Snorkeling

Kilo Whiskey Charters - Sunset and Snorkeling

Key West • 33 ft • 6 persons

4 Hour Trip – Sandbar Eco Tour
4 hour trip • starts at 10:00 AM
Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida.
4 Hour Trip – Sandbar Eco Tour
Instant confirmation
2 adults • 0 children
US $600
Danger Charters
Danger Charters
Danger Charters

Danger Charters

Key West • 24 ft • 6 persons

4 Hr – Seas the Day Sandbar Charter
4 hour trip • starts at 09:30 AM
Step aboard our sleek 24’ center console for an unforgettable private boat tour through Key West’s most breathtaking waters!
4 Hr – Seas the Day Sandbar Charter
Instant confirmation
2 adults • 0 children
US $749
Something Fishy Charters
Something Fishy Charters
Something Fishy Charters

Something Fishy Charters

Key West • 25 ft • 6 persons

Half Day Custom Trip – 11:00 AM
3 hour trip • starts at 11:00 AM
Join Captain Billy Romano and Something Fishy Charters for an unforgettable adventure in the beautiful waters of Key West.

"For just a bit more money than a “cattle call” group tour with all the check in and waiver stuff you can get your own private boat with room for 6 people!" —⁠ David,
Half Day Custom Trip – 11:00 AM
Instant confirmation
2 adults • 0 children
US $390
Sandbar/Snorkel/ Dolphins/Sunset Trips
Sandbar/Snorkel/ Dolphins/Sunset Trips
Sandbar/Snorkel/ Dolphins/Sunset Trips

Sandbar/Snorkel/ Dolphins/Sunset Trips

Key West • 27 ft • 6 persons

2 Hr – Sunset & Dolphins Cruise
2 hour trip • starts at 08:00 AM
Step aboard a beautifully restored 1985 SeaVee Ocean Center Console, meticulously updated in 2010, and get ready for an unforgettable adventure.
2 Hr – Sunset & Dolphins Cruise
Instant confirmation
2 adults • 0 children
US $350
Boa Vida Charters
Boa Vida Charters
Boa Vida Charters

Boa Vida Charters

Key West • 29 ft • 6 persons

6 Hour Trip – Sandbar and Eco Tour
6 hour trip • starts at 09:00 AM
Welcome to Boa Vida Charters, where unforgettable aquatic adventures await in the stunning waters of Key West, Florida.
6 Hour Trip – Sandbar and Eco Tour
Instant confirmation
2 adults • 0 children
US $650
Live Action Sportfishing 2
Live Action Sportfishing 2
Live Action Sportfishing 2

Live Action Sportfishing 2

Stock Island • 24 ft • 4 persons

4 Hr – Sandbars, Islands & Dolphins
4 hour trip • starts at 01:00 PM
Experience the ultimate adventure aboard the Live Action Sportfishing 2, a sleek 2013 Pathfinder TRS 2400 Bay boat, departing from Stock Island.
4 Hr – Sandbars, Islands & Dolphins
Instant confirmation
2 adults • 0 children
US $700
Reel Easy Charters
Reel Easy Charters
Reel Easy Charters

Reel Easy Charters

Stock Island • 25 ft • 6 persons

Reel Easy Charters, located in Stock Island, Florida, offers a wide range of exciting and customizable boating experiences, perfect for families, groups, or anyone looking to explore the beautiful waters around Key West.
Instant confirmation
trips fromUS $700
Blind Squirrel Charters
Blind Squirrel Charters
Blind Squirrel Charters

Blind Squirrel Charters

Stock Island • 63 ft • 38 persons

8 Hour Trip – Eco Tour
8 hour trip • starts at 12:00 PM
Blind Squirrel Charters is a 2000 custom built sportfish based out of Stock Island.
8 Hour Trip – Eco Tour
Instant confirmation
2 adults • 0 children
US $1,650
Outta Line Charters
Outta Line Charters
Outta Line Charters

Outta Line Charters

Stock Island • 23 ft • 5 persons

Sunset Sandbar Trip
2 hour trip • starts at 06:00 PM
Discover the ultimate adventure with Outta Line Charters, a sleek 2024 Contender 21 Open Center Console based in Stock Island.

"We booked a last minute cruise with Armani & he gave us lots of good information to decide on the best day for us weather wise & he was spot on!" —⁠ Terri,
Sunset Sandbar Trip
Instant confirmation
2 adults • 0 children
US $400

SeaEO I – Key West

Stock Island • 38 ft • 13 persons

2 Hr – Boating Adventure
2 hour trip • starts at 08:00 AM
Experience the ultimate adventure on the 2021 Axopar 37 XC, a sleek and versatile vessel based in Stock Island.
2 Hr – Boating Adventure
Instant confirmation
2 adults • 0 children
US $799
Purple Heron Charters
Purple Heron Charters
Purple Heron Charters

Purple Heron Charters

Key West • 18 ft • 3 persons

Step aboard Purple Heron Charters for a personalized adventure on the water in Key West.
Instant confirmation
trips fromUS $475
Laid Back Key West
Laid Back Key West
Laid Back Key West

Laid Back Key West

Stock Island • 32 ft • 6 persons

Escape to the waters of Key West with Laid Back Key West, a sleek 2010 Intrepid 323 Center Console that guarantees an unforgettable day of fun and relaxation.
Instant confirmation
trips fromUS $850
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What boaters said about Whale & Dolphin Watching in Key West

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