things to do in Osprey, FL

Private Gulf and Back Bay Cruise at Sunset

See the sunset over Tampa Bay, then cruise past Bradenton's city lights

Cruise the Manatee River before midday heat with narration from your crew

Narrated river cruise blending local history, ecology, and native wildlife

Rent a tritoon for up to 12 and cruise Sarasota Bay for 4 or 8 hours

Explore Sarasota's historic neighborhoods and cultural landmarks on a 90-minute air-conditioned trolley ride.

Ride a Jet Ski through Phillippi Creek and toward Siesta Key

Sunset jet ski ride with fast Gulf access from Siesta Key

Cruise Sarasota Bay for beach stops, fishing, and wildlife viewing

Customize a private cruise for sandbars, islands, and waterfront stops

Ride professionally maintained jet skis with Gulf access in Sarasota

Ride through Venice with scripture, music, prayer, and pink flair

Watch a Civil War battle unfold from aboard a heritage train

Ride the waters around Siesta Key with a guide, a sandbar stop, and island views

Ride a 2025 Sea-Doo jet ski to Bradenton's dolphin hot spots

Ride a jet ski beneath the Sunshine Skyway Bridge

Ride a 2025 Sea-Doo to Egmont Key and snorkel its reefs

Explore boat-access-only reaches of Point of Rocks with captain support and snorkeling gear

Fish Tampa Bay and Sarasota Bay grass flats with light tackle, live bait, and lures

Explore Siesta Key's shallow waters on a private captain-led snorkel outing

Spot dolphins, manatees, and coastal birds on a private Sarasota Bay cruise

Relax, swim, and float on Sarasota's shallow sandbars aboard a private boat

Cast a line as the sun sets over the Gulf of Mexico

Ride at your own pace, with time to stop on a sandbar