Best results for Anna Maria FL

Customize a quick coastal escape with a local captain, with dolphin spotting and island stops in just two hours.

Customize your day with island stops, swimming, and dolphin spotting on a relaxed private cruise.

Cruise the Intracoastal on a private 3-hour boat tour for up to 6

Cruise Clearwater Beach at sunset on a private boat for up to 6

Cruise the Intracoastal on a private evening party boat for up to 6

Learn boat handling with a private, hands-on lesson from Captain Chris

Cruise longer with a private 5-hour island-hopping charter for up to 6

Cruise the Gulf and island-hop on a flexible 6-hour private boat charter

Paddle a 100% clear kayak to mangroves and a secluded beach near Sarasota

Book a private clear-kayak tour with a guide for groups up to 14

Glide downstream through a scenic Florida state park at your own pace with gear and return transport included.

Practice yoga on a paddleboard and connect with nature in a tranquil setting.

Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.

Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.

Experience custom deep sea fishing with comfort and flexibility on a private charter.

Discover Sarasota’s unique architectural styles on a guided 90-minute air-conditioned tour.

Visit Pinecraft to learn about Amish traditions and culture

Ride an air-conditioned trolley at night for musical ghost stories and Sarasota history in October.

Ride a Sarasota metaphysical trolley tour with sound healing and mini tarot readings

Relax aboard a captained pontoon to discover shell-strewn islands and spot Gulf wildlife

Cruise into the sunset and watch 4th of July fireworks from the water