Sunset & Dinner Cruises in Key West

20 boats available

The best out of 20 boat rental deals in Key West - enter dates to check availability

Top Sunset & Dinner Cruises in Key West

Key West: 20 boats available

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

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.
3 Hour Trip – Sunset Harbor Tour
Instant confirmation
2 adults • 0 children
US $500
Sandbar/Snorkel/ Dolphins/Sunset Trips
Sandbar/Snorkel/ Dolphins/Sunset Trips

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
Tiki Boat Adventures - Key West
Tiki Boat Adventures - Key West

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!
2 Hour Trip – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $425
Good Times Key West 24’ Center Console.
Good Times Key West 24’ Center Console.

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 $349
Good Times Key West 35’ Offshore Express
Good Times Key West 35’ Offshore Express

Key West • 35 ft • 6 persons

2 Hour – Sunset Cruise
2 hour trip • starts at 06:00 PM
Good Times Key West LLC is a 2001 Carolina Classic Express Motor yacht based out of Key West.
2 Hour – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $900
Key West Boating Connection
Key West Boating Connection

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
Blind Squirrel Charters
Blind Squirrel Charters

Stock Island • 63 ft • 38 persons

3 Hour Trip – Burial At Sea
3 hour trip • starts at 06:00 PM
Blind Squirrel Charters is a 2000 custom built sportfish based out of Stock Island.
3 Hour Trip – Burial At Sea
Instant confirmation
2 adults • 0 children
US $1,650
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
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

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
Custom Boat Adventures Aboard the Dauntless
Custom Boat Adventures Aboard the Dauntless

Stock Island • 32 ft • 6 persons

Custom Combo Trip - 4hrs AM
4 hour trip • starts at 08:00 AM
Private Boat Charters – Adventure, Relaxation & Celebration on the Water!
Custom Combo Trip - 4hrs AM
Instant confirmation
2 adults • 0 children
US $850
Snorkel & Fish Adventure Combo - 2X the FUN!
Snorkel & Fish Adventure Combo - 2X the FUN!

Stock Island • 32 ft • 6 persons

Most Popular: Snorkel/Fish 3/4 PM
4 hour trip • starts at 01:00 PM
Most Popular: Snorkel/Fish 3/4 PM
Instant confirmation
2 adults • 0 children
US $850
View all boat rentals
See all 20 boat rentals in Key West

Sunset & Dinner Cruises in Key West Fishing in Key West

Loading...

What boaters said about Sunset & Dinner Cruises in Key West

Loading...
Loading...
Loading...
Loading...