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
(7 reviews)
Key West • 33 ft • 6 persons
12 people are looking at this charter.
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. With over 10 years of experience, Kilo Whiskey Charters is dedicated to providing top-tier, personalized charter ex"We did a 4 hour trip with Captain Anthony. What an amazing experience." — Michael, 3 Hour Trip – Sunset Harbor Tour
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2 adults • 0 children
US $500
US $500
Tiki Boat Adventures - Key West
5.0
/5
(6 reviews)
Key West • 20 ft • 6 persons
5 people are looking at this charter.
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! These custom-built tiki boats offer the ultimate setting for a fun and relaxing day on the water. With their signature thatched roofs providing shade, a bu"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
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2 adults • 0 children
US $425
US $425
Making Memories Charters Key West
5.0
/5
(10 reviews)
Stock Island • 27 ft • 6 persons
14 people are looking at this charter.
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. This spacious vessel accommodates up to six guests and is powered by a robust 300 HP Mercury outboard engi"The value that Making Memories charters has to offer is unmatched." — Clayton, 2 Hour – Sunset Cruise
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2 adults • 0 children
US $375
US $375
Sandbar/Snorkel/ Dolphins/Sunset Trips
5.0
/5
(10 reviews)
Key West • 27 ft • 6 persons
7 people are looking at this charter.
Step aboard a beautifully restored 1985 SeaVee Ocean Center Console, meticulously updated in 2010, and get ready for an unforgettable adventure. With space for up to six guests, this versatile vessel is powered by a reliable 250 HP Suzuki outboard engine,"Captain Tony made our charter A++. He was great about communicating with us in advance to ensure our day was perfect." — Heather,
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trips fromUS $350
Mayhem Sportfishing
4.8
/5
(23 external reviews)
Stock Island • 29 ft • 6 persons
1 people are looking at this charter.
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. With twin 250HP Mercury outboards and cruising speeds up to 55 knots, this ves
Instant confirmation
trips fromUS $700
Screaming Lines Adventures
4.9
/5
(86 external reviews)
Key West • 35 ft • 6 persons
3 people are looking at this charter.
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). Comfortably accommodating up to six guests, this powerful boat is driven by twin 400 HP diesel inb3 Hour – Sunset Trip
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2 adults • 0 children
US $400
US $400
Downtime: Vitamin Sea Tours
Stock Island • 23 ft • 6 persons
1 people are looking at this charter.
2 Hour Trip – Sunset Sea Tour
2 hour trip • starts at 04:00 PM
The waters are shallow and inviting! A short boat ride can get you to a secluded sandbar, or a busy one, or you can choose to explore the waters of the backcountry and wildlife, stop for a swim or snorkel or just dangle your feet off the boat, this charte2 Hour Trip – Sunset Sea Tour
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2 adults • 0 children
US $95
US $95
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. Perfect for up to six guests, this agile vessel is powered by a robust 225 HP Suzuki outboard engine, reaching exhilarating speeds up to 34 knot"We had a wonderful time with captain Eric! Relaxed on a beautiful sand bar for the day with everything we needed." — Jodi,
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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. 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. The vessel comes equipped2 Hour – Sunset Dolphin Tour
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2 adults • 0 children
US $500
US $500
Key West Boating Connection
5.0
/5
(1 review)
•
134 external reviews
Stock Island • 22 ft • 4 persons
1 people are looking at this charter.
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. Built in 2013, the boat is designed for comfort and easy navigation, making it ideal fo3 Hour – Sunset Trip
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2 adults • 0 children
US $400
US $400
Purple Heron Charters
4.9
/5
(184 external reviews)
Key West • 18 ft • 3 persons
1 people are looking at this charter.
Step aboard Purple Heron Charters for a personalized adventure on the water in Key West. This **hidden content** Dolphin 18 Backountry Pro Skiff, perfect for up to three guests, is designed for an intimate and exciting experience. Powered by a reliable 11
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trips fromUS $475
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. Perfect for small groups of up to five guests, this modern vessel combines performance, comfort, and versatility to create unfor"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
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