Sunset & Dinner Cruises in Key West
23 boats available
The best out of 23 deals in Key West - enter dates to check availability
Top Sunset & Dinner Cruises in Key West
Key West: 23 boats available
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. "Captain Anthony was very knowledgeable and we had a great day on a custom adventure out to Dry Tortugas and the lighthouse." — Heather, 3 Hour Trip – Sunset Harbor Tour
Instant confirmation
2 adults • 0 children
US $500
US $500
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! "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
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.
Instant confirmation
trips fromUS $350
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
US $400
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 $800
US $800
Your Key West Adventure Aboard the Dauntless
Stock Island • 32 ft • 6 persons
Custom Combo Trip - 4hrs AM
4 hour trip • starts at 08:00 AM
Welcome to Dauntless Excursions – Adventure, Relaxation & Celebration on the Water! "Janis went out of her way to take us to different places for snorkeling and fishing purposes by driving to both the gulf and the Atlantic Ocean to ensure everyone had a great time." — Julyn, Custom Combo Trip - 4hrs AM
Instant confirmation
2 adults • 0 children
US $850
US $850
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
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
US $400
Downtime: A Vitamin Sea Tour
Stock Island • 23 ft • 6 persons
Vitamin Sea Tour
4 hour trip • starts at 09:00 AM
*Charter start times and duration can be customized, just call/message to setup your customized tour. Vitamin Sea Tour
Instant confirmation
2 adults • 0 children
US $650
US $650
Reel Paradise Charters
Stock Island • 36 ft • 12 persons
Sunset Cruise
2 hour trip • starts at 07:00 PM
Don't miss your chance to experience a luxury charter in the Florida Keys, versatile enough for any on-water activity you can envision. Sunset Cruise
Instant confirmation
2 adults • 0 children
US $600
US $600
SeaEO I – Key West
Stock Island • 38 ft • 13 persons
2 Hr – Boating Adventure AM
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 AM
Instant confirmation
2 adults • 0 children
US $799
US $799
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
US $1,650
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