Planning a day on the water in Sarasota? The Boca Grande Kayaking Tour offers a quiet, intimate way to explore the area’s natural beauty and wildlife. As the only provider serving Boca Grande and Gasparilla Island, SUP Englewood crafts an experience that balances adventure with relaxation, perfect for families or small groups seeking a personalized outing.
What we love about this tour are its small-party size, allowing for close wildlife encounters, the expert guidance from knowledgeable guides, and the photography service that captures your memorable moments. One thing to keep in mind is that the tour is weather-dependent, meaning if a storm rolls in, the schedule could shift. This experience is ideal for those who enjoy nature, moderate physical activity, and private group outings away from crowds.
Whether you’re a seasoned kayaker or a first-timer, you’ll appreciate the calm waters of Hogan Key and Three Sister Islands, and the chance to spot dolphins, manatees, and coastal birds. This tour is particularly well-suited for families with kids over 3, couples, or small groups looking for an authentic, off-the-beaten-path adventure.
Good To Know

- Exclusive access to Boca Grande and Gasparilla Island, with small groups for better wildlife viewing
- Guided by knowledgeable naturalists, who share insights about local wildlife and history
- Includes all necessary equipment, making it easy to join without prior kayaking experience
- Photographs included, so you’ll leave with professional images of your trip
- Weather-dependent — the activity can be canceled or rescheduled in poor conditions
- Suitable for ages 3 and up, with moderate physical fitness required
What Makes the Boca Grande Kayaking Tour Special?
This tour, priced at $130 per person, offers a balanced combination of adventure, education, and relaxation. What sets it apart from other water-based activities in Sarasota is its private setting—your group is the only one on the water, which elevates the experience and allows for unobstructed wildlife viewing and personal interaction with guides.
The duration of approximately 2 hours is just right for a manageable yet immersive experience. You won’t feel rushed, but you’ll also get to see plenty of wildlife and scenery. The tour begins at 10:00 am from 19th Street East, giving you a comfortable morning window to enjoy the calm waters before the afternoon heat.
More tours and activities we've covered in Sarasota
Itinerary Breakdown: What You Can Expect

Meeting and Preparation
The adventure begins at the designated meeting point, where SUP Englewood staff will equip you with a kayak, paddle, and safety gear. The team includes guides who are not just skilled paddlers but also passionate naturalists eager to share their knowledge.
Paddling Through Hogan Key and Three Sister Islands
These islands are part of the Great Calusa Blueway Paddling Trail, a scenic and ecologically significant area. Expect a gentle paddle through protected waters, ideal for those with moderate fitness levels. The guides take care of navigation, so you can focus on the views and wildlife.
Wildlife Encounters and Learning
This stretch is famous for sightings of dolphins, often seen playing near boats, and manatees leisurely grazing in shallow waters. Birdwatchers can spot herons, egrets, and ospreys nesting nearby. According to reviews, guides are knowledgeable and eager to share insights, often pointing out details that casual observers might miss — like the habits of coastal birds or the history of the Calusa people.
Photography and Personal Moments
One standout feature is the photo service. Guides will take photos during the trip and send them via email or AirDrop, allowing you to focus on enjoying the moment without worrying about capturing every shot. This added touch is appreciated, especially since the scenery lends itself to stunning images.
Return and Reflection
After roughly two hours, you’ll paddle back to the starting point, feeling refreshed and more connected to the local environment. The calm waters and scenic backdrop make it a peaceful end to your outing.
Why You’ll Love the Guides

Guests consistently mention the guides’ expertise and friendliness. They’re not just paddling instructors but also storytellers, sharing local legends, wildlife facts, and historical context. This knowledge enriches your experience, making it more than just a paddle — it’s an educational adventure.
One reviewer appreciated, “Our guide, Mike, was incredibly knowledgeable and made us feel comfortable even as beginners. He pointed out dolphins and explained their behavior, which made the trip memorable.”
The Value of This Experience

At $130 per person, the cost might seem higher than some group activities, but when you consider the personalized size of the tour, the inclusion of professional photos, and the quality of wildlife sightings, it’s a worthwhile investment. You’re paying for an intimate, guided experience in a pristine environment, avoiding crowded tourist spots.
The small-party format enhances the chance of wildlife sightings, which are often fleeting. The guides’ expertise ensures you get the most out of your time on the water, and the flexibility of private bookings allows for a tailored experience.
Practical Tips for Your Kayaking Adventure

- Arrive on time at 19th Street East for a smooth start.
- Wear comfortable clothing suitable for water activities; quick-drying attire is recommended.
- Bring sun protection—hat, sunglasses, and sunscreen—as shade is limited.
- Moderate physical fitness is suggested, but guides are happy to assist beginners.
- The tour is weather-dependent, so check the forecast beforehand.
- Service animals are allowed, so feel free to bring your four-legged friend along.
- Children over 3 years old can participate, making this a family-friendly outing.
Who Is This Tour Best Suited For?

This kayaking tour is perfect for travelers who prefer a quiet, private experience over large group excursions. It’s particularly appealing to nature lovers, wildlife enthusiasts, and families wanting a safe, engaging activity suitable for kids. The focus on expert guidance and photography makes it ideal for those wanting to capture memories without the hassle of organizing equipment.
FAQ

Is this a guided tour?
Yes, the tour is led by knowledgeable naturalist guides who provide insights about local wildlife, history, and the area.
What is included in the price?
Your fee covers kayak rental, paddle and safety equipment, and photos taken during the trip, which will be emailed or AirDropped to you.
How long does the tour last?
Approximately 2 hours, providing enough time to explore without feeling rushed.
Can I bring children?
Yes, children aged 3 and older are welcome, provided they have moderate physical fitness.
What should I wear?
Wear comfortable, quick-drying clothing suitable for paddling, and bring sun protection like hats and sunscreen.
Is this tour suitable for beginners?
Yes, guides are experienced with paddlers of all skill levels and assist as needed.
What happens if the weather is bad?
The tour can be canceled or rescheduled due to poor weather, with full refunds or alternative dates offered.
Are there any hidden fees?
No, the price listed is all-inclusive, with no hidden charges.
Where do we meet?
At 19th Street East, Sarasota, starting promptly at 10:00 am.
Final Thoughts

The Boca Grande Kayaking Tour offers a peaceful, authentic glimpse into the Gulf Coast’s natural charm. With experienced guides, a private setting, and wildlife sightings galore, it’s a fantastic choice for those wanting to escape crowded tourist spots and enjoy nature in a relaxed environment.
Ideal for families, wildlife enthusiasts, and anyone looking for a personal, educational adventure, this tour delivers a memorable experience that combines gentle exercise, stunning scenery, and expert storytelling. Whether you’re celebrating a special occasion or simply seeking a day in nature, this kayaking trip provides great value and authentic adventure on the waters of Sarasota.
Remember: The key to a great experience is booking in advance, especially during peak seasons, and being prepared for a weather-dependent activity. Enjoy your paddling journey and the chance to see some of Florida’s most captivating coastal wildlife!
More Kayak Tours in Sarasota
More Tours in Sarasota
More Tour Reviews in Sarasota
Looking for something different? Other Sarasota activities we've written about
- Florida Premium Fitness Pass
- Dock Hop Cruise in Sarasota
- Destination and or Special Occasion Cruise
- Sarasota Waterways Tour for All Ages
- Anna Maria Sunset Dolphin Cruise with Karaoke Party
- #1 Recommended Family Friendly Guided Fishing Charter Service
- Best Calm Water Inshore Guided Fishing Charter Near You
- Sarasota Private Luxury Transportation
- Private 8 hour Fishing Activity with Master Captain Bill
- Private 4 Hours Fishing Trip in Anna Maria Island
- Half Day Inshore and Nearshore Fishing Charter in Sarasota
- Sarasota Boutique Tour: Shopping, Bubbles, Bites & Insight
