Sunset & Dinner Cruises in Cudjoe Key
39 boats available
The best out of 39 deals in Cudjoe Key - enter dates to check availability
Top Sunset & Dinner Cruises in Cudjoe Key
Cudjoe Key: 39 boats available
Goliath Charters
Cudjoe Key • 25 ft • 6 persons
1 Hour Trip – Sunset On The Water
1 hour trip • starts at 05:00 PM
Meet Captain Craig, a fishy dude who’s been fishing his whole life. 1 Hour Trip – Sunset On The Water
Instant confirmation
2 adults • 0 children
US $40
US $40
Livin’ the Dream Charters LLC
5.0
/5
(8 reviews)
Little Torch Key • 25 ft • 6 persons
2 hr- Sunset Cruise
2 hour trip • starts at 06:00 PM
Climb aboard Livin’ the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key. "This was a short visit to the keys for our family and we booked a sunset cruise so the kids could get out on the water to see a a beautiful sunset." — Shawn, 2 hr- Sunset Cruise
Instant confirmation
2 adults • 0 children
US $300
US $300
Salt Therapy Charters
5.0
/5
(1 review)
•
85 external reviews
Summerland Key • 32 ft • 6 persons
Set sail with Salt Therapy Charters, a beautifully restored 2002 Century 3200cc Center Console, offering unforgettable adventures in the stunning waters of Summerland Key. "We had a great day in the water. It was a lot of fun to see the reef, and picnic island, while learning about the area!" — Aimee,
Instant confirmation
trips fromUS $700
TNT Charters
5.0
/5
(3 reviews)
Little Torch Key • 25 ft • 6 persons
3 Hour Trip – Sunset Cruise
3 hour trip • starts at 05:30 PM
TNT Charters is a 1982 SeaCraft Potter Hull center console (restored in 2018), based out of Little Torch Key. "From the initial booking to the meeting point Tom and his wife kept great communication about where we could go, the possible weather situation and what to expect." — Eddie, 3 Hour Trip – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $375
US $375
Castaway Custom Charters
5.0
/5
(7 external reviews)
Summerland Key • 27 ft • 6 persons
Castaway Custom Charters specializes in custom trips designed for each guest.
trips fromUS $500
Kilo Whiskey Charters - Sunset and Snorkeling
5.0
/5
(3 reviews)
•
58 external 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. "My husband and I booked Anthony for a sandbar charter on our trip in Key West and it was the best experience!" — Emily, 3 Hour Trip – Sunset Harbor Tour
Instant confirmation
2 adults • 0 children
US $500
US $500
Sandbar Somewhere Charter
5.0
/5
(2 reviews)
•
131 external reviews
Summerland Key • 22 ft • 5 persons
2 Hour – Sunset Cruise
2 hour trip • starts at 03:00 PM
Sandbar Somewhere Charter is a sleek 2023 Sundance Dx22 Center Console, based out of Summerland Key, offering an unforgettable adventure on the water for up to five guests. "We had a fantastic time with Capt. Hoyt! He took us to some of his favorite spots and we snorkled around a bit." — Christy, 2 Hour – Sunset Cruise
2 adults • 0 children
US $300
US $300
Double Decker Tritoon with Waterslide
4.9
/5
(16 reviews)
Marathon • 26 ft • 6 persons
3 Hour Trip – Fun in the Sun AM
3 hour trip • starts at 09:00 AM
Double Decker Tritoon with Waterslide is a 2021 Grand Island Double Decker Waterslide Pontoon based out of Marathon. "I came down to Marathon with my husband and 2 kids last weekend (Feb 2025), and wanted a no-stress excursion for the whole family." — BoatBooker Member, 3 Hour Trip – Fun in the Sun AM
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2 adults • 0 children
US $599
US $599
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
Ana Banana Fishing Company
5.0
/5
(1 review)
•
5+ external reviews
Marathon • 40 ft • 6 persons
8 Hr – Ultimate Boating Adventure
8 hour trip • starts at 08:00 AM
Embark on an unforgettable adventure aboard the Ana Banana, a beautifully restored 2022 Luhrs Express Sport Fishing Yacht, now available for your ultimate cruising experience in Marathon. 8 Hr – Ultimate Boating Adventure
Instant confirmation
2 adults • 0 children
US $1,595
US $1,595
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
Outta Line Charters
5.0
/5
(1 review)
•
266 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
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