Welcome to Pineapple Boat Tours

We believe every journey should be as unforgettable as the destination. Based in sunny Sarasota, Florida, we offer private, small-group boat tours designed to showcase the beauty of our coastline, hidden gems, and breathtaking sunsets.

Why “Pineapple”?

The pineapple has long been a symbol of hospitality and warmth, and that’s exactly what we promise every guest who steps aboard. From the moment you arrive, you’ll be welcomed like family and treated to an experience filled with comfort, fun, and island-inspired vibes.

Meet the Crew

Meet Our Expert Boat Crew – Professional, Friendly, and Ready to Sail

Team Section with Image Overlay
Shannen

Captain Shannen

Founder & Captain

Team Section with Image Overlay
Shannen

Emily Ranney

Co-Founder & Guest Experience

Team Section with Image Overlay
Shannen

Captain Shannen

Founder & Captain

Our Promise to You

We know your time on the water is precious, so we focus on the details that make the difference:

  • Private Charters – just your group, no strangers onboard

  • Spacious Catamaran – with shade, comfortable seating, and restroom

  • Family-Friendly – perfect for kids, couples, or groups of friends

  • Flexible Adventures – from dolphin spotting to sandbar picnics or sunset cruises

  • Unmatched Hospitality – because your comfort and happiness matter most

What Our Guests Say

Book your tour today!

Book your private Pineapple Boat Tour today and create memories you’ll treasure forever.