Sarasota - Pineapple Boat Tours

Discover Paradise

Explore Sarasota’s stunning waters, hidden gems, and unforgettable sunsets aboard your private boat tours.

Memories From the Water!

Browse our gallery of stunning views, smiling guests, and once-in-a-lifetime moments captured on the Gulf.

Meet Our Captain

Captain Shannen

With over 30 years of boating experience and a USCG Master Captain’s License, Shannen is the heart of every trip. His passion for Sarasota’s waterways, marine life, and hidden gems shines through in every tour. Beyond being an expert navigator, he’s known for his humor, storytelling, and warm hospitality. “There’s nothing better than watching our guests’ faces light up when they see dolphins playing or the sun dipping below the horizon. That’s why I do what I do.” – Captain Shannen

Choose Your Perfect Boat Tour

From quick getaways to full-day explorations, we have a tour tailored to every adventure seeker.

the classic Tour

Duration: 3h

Price: 350.00$

the explorer's Tour

Duration: 4h

Price: 475.00$

sunset bliss cruise

Duration: 2h

Price: 300.00$

Experience the Magic Before!

Watch highlights of our Sarasota boat tours and see why families, friends, and couples love Pineapple Boat Tours.

What Our Guests Say

Heather Ferrigno

Customer

Amazing day with Pineapple Boat Tours! Captain Shannen was fun, knowledgeable, and safety-focused. We cruised the bay, saw dolphins, snorkeled, explored beaches, and went tubing. A must-do in Sarasota! 🍍🚤

Matt Ferrigno

Customer

Had a great day with pineapple boat tours. Shannen is a knowledgeable captain who took time to point out the local wildlife and points of interest. If you’re looking for a laid-back, family oriented boat ride with great vibes and scenery, Pineapple Boat Tours is definitely worth checking out

Jeff Wilson

Customer

We were lucky to meet Captain Shannen and have been sailing with him ever since. He knows the bay extremely well and how to help us find and explore all kinds of wildlife. Discovering a pod of dolphins and watching them play was a true highlight. We will definitely be back every time we are in Sarasota!

Gianna Francia

Customer

Incredible boat tour! Friendly, knowledgeable captain, stunning views, dolphins, manatees, swimming, and relaxing vibes. Clean, comfy boat and great local insights. A must-do—already planning our next trip!

Tracy Lovett

Customer

We’ve done many Florida boat tours, but Pineapple Boat Tours was by far the best! Our captain was knowledgeable, kind, and made the day unforgettable. We saw dolphins, manatees, explored sandbars, and loved the beautiful, clean, spacious boat—with a bathroom! Highly recommend and will definitely book again!

Debby Bartels

Customer

Highly recommend for a fun, educational day on Sarasota Bay! Captain Shannen was knowledgeable, safety-focused, and gave great insights on local wildlife and history. We saw dolphins, manatees, explored the bay, and had a blast tubing. Can’t wait to go again!

Clay

Customer

I highly recommend Shannen as your captain for the day. He is very knowledgeable of the area and knows all the great spots

What to Bring?

Food & Drinks: Pack your lunch, snacks, and favorite beverages. A cooler with ice and bottled water is provided to keep you hydrated.
Sun Protection: Don’t forget sunscreen, towels, hats, UV-protection clothing, sunglasses, and water shoes.
Cameras Ready: Capture every moment of your adventure!
Onboard Comfort: We have a restroom, plenty of seating, and shaded areas for your convenience.
Gratuity: We recommend a 20% tip for your Captain.

Weather cancellations!

Cancellations due to weather are decided by the Captain by the time of departure. We operate rain or shine and isolated showers or scattered showers will not be a cause for cancellation. Lightning, heavy rain, and high winds may potentially cancel the tour.

About Our Vessel

Spacious & Comfortable: Cruise on our 23 ft Deluxe Beachcat Catamaran, designed with a double bimini top to provide plenty of shade and a smooth, enjoyable ride.
Easy Access: Featuring a convenient platform and ladder, guests can step on and off with ease. Our boat can pull directly onto the shore for simple beach access.
Relax & Enjoy: Stretch out on our cushioned seating, take advantage of the full head (restroom) onboard, and soak in the views.
Entertainment: Bring your favorite music and connect to our Bluetooth stereo system for the perfect soundtrack to your trip.
Private Experience: We welcome up to 6 guests for our exclusive private charters.

Frequently Asked Questions

How many people can join a tour?

All of our tours are private and designed for up to 6 guests. This ensures comfort, personal attention, and a more enjoyable experience.

What happens if the weather is bad?

Your safety is our top priority. The captain will decide if a tour should be rescheduled or canceled due to weather. If a trip is canceled for safety reasons, you’ll be offered a full refund or the option to rebook.

Are children allowed on the tours?

Absolutely! Families are welcome, and children of all ages can join. We recommend bringing any necessary safety gear for younger children, although we do provide life jackets.

Can we customize our trip?

Yes! Whether you want to stop at a sandbar, go dolphin watching, or simply relax and enjoy the sunset, we’ll tailor the experience to your group’s preferences.

Book your tour today!

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