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Popular Sunset & Dinner Cruises Charters in Osprey  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sunset & Dinner Cruises in Osprey, FL- BoatBooker

Osprey

Osprey, United States

osprey

See the area and enjoy local beaches, boating access locations, and sandbars.

United States

Beach Bum Charters SunDancer

Sarasota

Set your own pace on the water with Beach Bum Charters SunDancer, offering fully customizable start times to fit your perfect Sarasota adventure. Please note that groups max seating 11 are best suited if in mixed company of adults and kiddos not to exceed

Enjoy a relaxing trip to watch the sunset. Times vary depending on time of sunset.

Get Salty Charters

Get ready for an unforgettable experience with Get Salty Charters, a premier boating adventure based in beautiful Sarasota! Step aboard our 2015 Southwind 239L Deck Boat, designed for comfort, style, and fun on the water. Perfect for groups of up to six g

Experience the beauty of the sunset on our 26-foot Andros Tarpon.

Wild Catch Tours

Wild Catch Tours is a 2007 Andros Tarpon 26 Center console (restored in 2023), based out of Sarasota. It can take up to eight guests. The boat is powered by one 300 HP gasoline outboard Suzuki engine, offering a maximum cruising speed of 40 knots. The ves

Enjoy a laid-back 4-Hour Afternoon Sandbar Trip in sunny Sarasota! Cruise to a scenic sandbar, take a dip, collect shells, or just kick back with your favorite drink as the afternoon sun sparkles on the water. It’s the perfect short escape to recharge and unwind. Get out to where all the action is!

Beach Bum Charters Tipsy Tiki

All of our trips have customizable start times, just ask, please note groups over. Step aboard Beach Bum Charters, a freshly restored 2004 Hurricane FD-218R Deck Boat, and experience the best of Sarasota by water. This versatile and family-friendly vessel

Looking for a quick escape or a relaxing evening on the water? Our sunset tour is the perfect option to unwind and to soak in nature's beauty!

New Wave Boat Charter

At New Wave Boat Charters, we believe the best way to experience Sarasota is from the water. Create lasting memories with safe, laid-back, and personalized boat tours in Sarasota. Perfect for families, couples, and friends ready to relax, unplug, and conn

This trip begins an hour before sunset, timing the setting of the sun while we are in the Gulf waters. Usually 2 to 2 1/2 hours.

Casey Key Water Taxi Tours

Set sail on Casey Key Water Taxi Tours aboard a beautifully restored 2006 Bennington 26 Pontoon (2025) from Osprey. Perfect for up to six guests, this spacious pontoon is powered by a 150 HP Yamaha outboard, cruising comfortably at 25 knots. Whether you&#

Set sail on a 5-hour Custom Adventure in Sarasota, where your day on the water is completely up to you. Explore hidden sandbars, swim in crystal-clear waters, go snorkeling, spot dolphins, or just relax and soak in the sunshine—whatever you dream, we make it happen. Your adventure, your way, for a full five unforgettable hours.

Paradise Awaits!

Discover the ultimate Sarasota adventure aboard the beautifully restored 1997 Hydrasport 2250 Vector Walkaround, refreshed in 2025. Perfect for up to six guests, this classic vessel combines speed, comfort, and style, powered by a 200 HP engine that reach

This customizable half-day trip starts at 3 pm to get the most out of your day. Just tell the captain what you want to do with your day, and we will go do exactly that!

Beach Bum Charters Salty Seahorse

Experience the ultimate Florida getaway with Beach Bum Charters aboard the 2017 Avalon Catalina Funship 25 Pontoon, based in Osprey. Perfect for up to 13 guests, please note for groups of max passenger load not to exceed 2500lbs. This spacious pontoon is 

These Sunset Tours are Picturesque!!! 
Join us for a couple hours on the waterways of Casey Key and relax watching the beautiful sunset in the jetty.

Casey Key Tiki Tours

Nokomis

Casey Key Tiki Tours is a 2024 Tiki Pontoon Boat Tiki Kai Pontoon (restored in 2026), based out of Nokomis. It can take up to twelve guests. The boat is powered by one 115 HP gasoline outboard Yamaha engine, offering a maximum cruising speed of 10 knots. 

4 hour trip - enjoy time on the water making memories with your family. Sunsets - Cruising - Fishing

It’s All Good Family Charters

It&rsquo;s All Good Family Charters is a 2005 Angler 204FX Center console (restored in 2021), based out of Nokomis. It can take up to six guests. The boat is powered by one 150 HP gasoline outboard Mercury engine, offering a maximum cruising speed of 40 k

Sunset & Dinner Cruises in Osprey

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