Osprey Boat Tours
The best out of 94 boat tours in Osprey - enter dates to check availability

26 ft
Up to 6 persons
4.9
/5
(4 reviews)
•
5+ external reviews
Osprey
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.
"Captain Steve was very knowledgeable and interesting about Casey key and Venice." — Linda,
"Captain Steve was very knowledgeable and interesting about Casey key and Venice." — Linda,
+5
Trips from
US $290

23 ft
Up to 6 persons
5.0
/5
(1 review)
Sarasota (19 min drive from Osprey)
Discover the ultimate Sarasota adventure aboard the beautifully restored 1997 Hydrasport 2250 Vector Walkaround, refreshed in 2025.
"Capt Brett has a Master Captain’s license, and years of exprience across classes of watercraft in SW Florida." — Brian,
"Capt Brett has a Master Captain’s license, and years of exprience across classes of watercraft in SW Florida." — Brian,
+4
Trips from
US $595

23 ft
Up to 6 persons
5.0
/5
(47 reviews)
Sarasota (13 min drive from Osprey)
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.
"Four of us met Captain Hibbs for a sunset cruise. His boat is new, clean and comfortable." — Suzette,
"Four of us met Captain Hibbs for a sunset cruise. His boat is new, clean and comfortable." — Suzette,
Trips from
US $300

23 ft
Up to 11 persons
4.9
/5
(8 reviews)
Sarasota (6 min drive from Osprey)
Set your own pace on the water with Beach Bum Charters SunDancer, offering fully customizable start times to fit your perfect Sarasota adventure.
"highky recomend captain paul was the best " — Michael,
"highky recomend captain paul was the best " — Michael,
+3
Trips from
US $800

21 ft
Up to 9 persons
4.9
/5
(5 reviews)
Sarasota (7 min drive from Osprey)
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.
"What a fantastic experience we had. My family and I decided to book this somewhat last minute, they had availability and we’re eager to get us on the water." — Anne,
"What a fantastic experience we had. My family and I decided to book this somewhat last minute, they had availability and we’re eager to get us on the water." — Anne,
+5
Trips from
US $800

23 ft
Up to 6 persons
5.0
/5
(3 reviews)
Sarasota (19 min drive from Osprey)
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.
"One of the best experiences we had on our vacation. Rafael was prompt, attentive, funny, and accommodating." — Caitlin,
"One of the best experiences we had on our vacation. Rafael was prompt, attentive, funny, and accommodating." — Caitlin,
+2
Trips from
US $300

29 ft
Up to 6 persons
5.0
/5
(25 reviews)
Sarasota (18 min drive from Osprey)
Come for an unforgettable adventure with SRQ Boat Charters LLC, featuring a 2008 Century 2901 Center Console, based in Sarasota.
"We had yesterday our trip with Captain Rob, two adults and two little kids." — Andreas,
"We had yesterday our trip with Captain Rob, two adults and two little kids." — Andreas,
+2
Trips from
US $460

34 ft
Up to 12 persons
5.0
/5
(3 reviews)
Nokomis (4.8 miles from Osprey)
Experience the ultimate Florida boating adventure aboard Casey Key Tiki Tours. Our unique 2024 Tiki Kai Pontoon will serve your needs on the water and stand out in the crowd. We have 2 locations: Casey Key in Nokomis and Evie’s at Spanish Point.
"We had such a great time with our Casey Key Tiki Tours crew." — Natalia,
"We had such a great time with our Casey Key Tiki Tours crew." — Natalia,
+3
Trips from
US $140

31 ft
Up to 6 persons
5.0
/5
(7 reviews)
Sarasota (20 min drive from Osprey)
Experience the beauty of Sarasota from the water with Sarasota Sunset Charters aboard a 2014 True World Marine TE288 Cruiser, beautifully restored in 2024.
"i booked a sunset excusion with Captain Pat and had the best evening." — Jacqueline,
"i booked a sunset excusion with Captain Pat and had the best evening." — Jacqueline,
Trips from
US $499

24 ft
Up to 8 persons
4.9
/5
(13 reviews)
Sarasota (30 min drive from Osprey)
Suncoast Oasis Boat Tours invites you to experience Sarasota from the water aboard a 2022 Veranda RC22 Pontoon — the perfect blend of comfort, style, and fun.
"If you’re looking for the BEST day on the water in Sarasota, look no further!" — Tami,
"If you’re looking for the BEST day on the water in Sarasota, look no further!" — Tami,
+4
Trips from
US $375
