Sunset & Dinner Cruises in Key West
29 boats available
The best out of 29 deals in Key West - enter dates to check availability
Top Sunset & Dinner Cruises in Key West
Key West: 29 boats available
Kilo Whiskey Charters
5.0
/5
(6 reviews)
Key West • 33 ft • 6 persons
3 Hour Trip – Sunset Harbor Tour
3 hour trip • starts at 05:30 PM
Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. "We did a 4 hour trip with Captain Anthony. What an amazing experience." — Michael, 3 Hour Trip – Sunset Harbor Tour
Instant confirmation
2 adults • 0 children
US $500
US $500
Tiki Boat Adventures - Key West
5.0
/5
(6 reviews)
Key West • 20 ft • 6 persons
2 Hour Trip – Sunset Cruise
2 hour trip • starts at 06:00 PM
Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West! "Amazing day on the water. Madison was a great captain. Before we started she had everything we brought on board in place ready to go." — DIANNE, 2 Hour Trip – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $425
US $425
Mayhem Sportfishing
4.8
/5
(23 external reviews)
Stock Island • 29 ft • 6 persons
Climb aboard Mayhem Sportfishing, a sleek 2007 Proline Supersport Center Console—fully restored in 2022 and ready to deliver unforgettable adventures out of Stock Island.
Instant confirmation
trips fromUS $700
Sandbar/Snorkel/ Dolphins/Sunset Trips
5.0
/5
(10 reviews)
Key West • 27 ft • 6 persons
Step aboard a beautifully restored 1985 SeaVee Ocean Center Console, meticulously updated in 2010, and get ready for an unforgettable adventure. "Captain Tony made our charter A++. He was great about communicating with us in advance to ensure our day was perfect." — Heather,
Instant confirmation
trips fromUS $350
Making Memories Charters Key West
5.0
/5
(9 reviews)
Stock Island • 27 ft • 6 persons
2 Hour – Sunset Cruise
2 hour trip • starts at 05:30 PM
Making Memories Charters Key West invites you to discover paradise aboard their sleek 2019 SeaRay 270 SDX-OB Deck Boat, departing from Stock Island. "The value that Making Memories charters has to offer is unmatched." — Clayton, 2 Hour – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $375
US $375
Screaming Lines Adventures
4.8
/5
(81 external reviews)
Key West • 35 ft • 6 persons
3 Hour – Sunset Trip
3 hour trip • starts at 06:00 PM
Experience the ultimate Key West adventure aboard Screaming Lines Adventures, a beautifully restored 1980 Egg Harbor Sportfishing vessel (restored in 2010). 3 Hour – Sunset Trip
Instant confirmation
2 adults • 0 children
US $400
US $400
Absence Adventures
5.0
/5
(1 review)
Key West • 20 ft • 6 persons
Absence Adventures is a sleek 1999 Hydrasports Vector 2000 Center Console, based in beautiful Big Coppitt Key. "We had a wonderful time with captain Eric! Relaxed on a beautiful sand bar for the day with everything we needed." — Jodi,
Instant confirmation
trips fromUS $400
Good Times Key West 24’ Center Console.
4.9
/5
(360 external reviews)
Key West • 24 ft • 6 persons
2 Hour – Sunset Dolphin Tour
2 hour trip • starts at 04:00 PM
Good Times Key West LLC is a 2011 Sailfish 2360 Center console based out of Key West. 2 Hour – Sunset Dolphin Tour
Instant confirmation
2 adults • 0 children
US $500
US $500
Key West Boating Connection
5.0
/5
(1 review)
•
132 external reviews
Stock Island • 22 ft • 4 persons
3 Hour – Sunset Trip
3 hour trip • starts at 05:30 PM
Key West Boating Connection offers intimate and customizable trips on their 22-foot Lake and Bay Inshore center console boat, perfect for groups of up to 4 passengers. 3 Hour – Sunset Trip
Instant confirmation
2 adults • 0 children
US $400
US $400
Outta Line Charters
5.0
/5
(1 review)
•
268 external reviews
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
US $400
Purple Heron Charters
4.9
/5
(184 external reviews)
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
The Most Unique Keys Experience Starts Here!
5.0
/5
(3 reviews)
•
69 external reviews
Stock Island • 21 ft • 3 persons
Sandbar Like a Local, 2.5HR, 1PM
2 hour trip • starts at 01:00 PM
Welcome to Dauntless Excursions! You Key West Custom Boat Charter – Sandbar, Snorkeling, Eco Tours, Lobstering, and More!
"The captain and first mate were both great and made sure my wife and I had a great time." — Matt, Sandbar Like a Local, 2.5HR, 1PM
Instant confirmation
2 adults • 0 children
US $349
US $349
View all boat rentals
See all 29 boat rentals in Key West
Powered by AI