Monroe County Boat Tours
The best out of 78 boat tours in Monroe County - enter dates to check availability
33 ft
Up to 6 people
Kilo Whiskey Charters
5.0
/5
(22 reviews)
Key West (3 min drive from Monroe County)
Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida.
"Captain Anthony and Kilo Whiskey charters made a concept of a private charter to Dry Tortugas with snorkeling and fishing come true for our family of 4." — Craig,
"Captain Anthony and Kilo Whiskey charters made a concept of a private charter to Dry Tortugas with snorkeling and fishing come true for our family of 4." — Craig,
+6
trips from
US $700
24 ft
Up to 6 people
Conch Republic Charters
5.0
/5
(30 reviews)
Key West
Set sail with Conch Republic Charters, a beautifully restored 1975 T Craft 24 Center Console (2025) in Key West.
"Captain Vaughn was amazing! We did a half day visiting three separate sandbars that were not crowded." — Pamela,
"Captain Vaughn was amazing! We did a half day visiting three separate sandbars that were not crowded." — Pamela,
+3
trips from
US $500
26 ft
Up to 6 people
Conch Queen Charters
4.8
/5
(11 reviews)
Stock Island (2.4 miles from Monroe County)
Step aboard Conch Queen Charters, a comfortable 26 foot Twinvee Catamaran based in beautiful Key West. Perfect for small groups of up to six guests, this versatile vessel is powered by twin 175 HP Suzuki engines, cruising smoothly at 25 knots.
+3
trips from
US $550
20 ft
Up to 6 people
Tiki Boat Adventures - Key West
4.9
/5
(15 reviews)
Key West (3 min drive from Monroe County)
Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West! These custom-built tiki boats offer the ultimate setting for a fun and relaxing day on the water.
"We had a great day on the water." — Dominica,
"We had a great day on the water." — Dominica,
+3
trips from
US $375
23 ft
Up to 5 people
Rising Tide Fishing Charters
Key West (2 min drive from Monroe County)
Experience the ultimate Key West adventure aboard Rising Tide Fishing Charters, a fully restored 2008 Pathfinder 2200 Bay boat (2025 upgrade).
trips from
US $450
18 ft
Up to 3 people
Always Somethin' Shallow Water Tours
5.0
/5
(3 reviews)
•
802 external reviews
Key West (2 min drive from Monroe County)
Always Somethin' Shallow Water Tours offers an intimate and unforgettable experience on the pristine waters surrounding Key West.
+3
trips from
US $289
25 ft
Up to 6 people
Something Fishy Charters
5.0
/5
(9 reviews)
Key West
Join Captain Billy Romano and Something Fishy Charters for an unforgettable adventure in the beautiful waters of Key West.
"We charted the boat to celebrate a birthday. Captain asked us what we wanted to do/see and customized the trip for us." — Kristin,
"We charted the boat to celebrate a birthday. Captain asked us what we wanted to do/see and customized the trip for us." — Kristin,
+2
trips from
US $390
25 ft
Up to 6 people
Reel Easy Charters
5.0
/5
(6 reviews)
Stock Island (3 min drive from Monroe County)
Discover the beauty of the Florida Keys with Reel Easy Charters, based in Stock Island, Florida. Step aboard the 25-foot 2021 R&R Boatworks Conch 25, a spacious and reliable center console boat designed for comfortable private adventures on the water.
"Went with a group of 5 with varying ages and interests. Dave made sure everyone got to do something they wanted." — Aubrey,
"Went with a group of 5 with varying ages and interests. Dave made sure everyone got to do something they wanted." — Aubrey,
+2
trips from
US $750
24 ft
Up to 6 people
Danger Charters
4.7
/5
(1 review)
Key West (13 min drive from Monroe County)
Step aboard our sleek 24’ center console for an unforgettable private boat tour through Key West’s most breathtaking waters! Designed for up to six guests, this captain-guided experience takes you to pristine sandbars, secret beaches, and vibr
+1
trips from
US $700
24 ft
Up to 6 people
Good Times Key West 24’ Center Console.
4.9
/5
(6 reviews)
Key West
Good Times Key West LLC is a 2011 Sailfish 2360 Center console based out of Key West. It can take up to six guests. The boat is powered by one 300 HP gasoline outboard Suzuki engine, offering a maximum cruising speed of 30 knots.
"absolutely amazing experience for my family ,we were taking out to go fishing the captain was incredibly knowledgeable ,very very patient with my son, he was so helpful in getting everything set up ,we caught so many fish the water was beautiful ,calm ,he took us to see a pot of dolphins ,he even help my partner catch a shark ." — Jascine,
"absolutely amazing experience for my family ,we were taking out to go fishing the captain was incredibly knowledgeable ,very very patient with my son, he was so helpful in getting everything set up ,we caught so many fish the water was beautiful ,calm ,he took us to see a pot of dolphins ,he even help my partner catch a shark ." — Jascine,
+2
trips from
US $500