Paddle the waters between Anna Maria Island and Longboat Key with your own private guide
2.5 Hours
Up to 10 people
Guide, gear, dry bags
Explore coastal waters by kayak on a private, guided tour tailored to your group’s pace and interests. Paddle between Anna Maria Island and Longboat Key, with time to pause at a sandbar or beach.
Optional add-ons may be available, including a photo package, cold towels, sparkling drinks, and bottled water.
Full refund if the operator cancels due to weather or other unforeseen circumstances. Cancel at least 24 hours before your scheduled activity for a full refund. No-shows will be charged the full price.
Bring sun protection (sunscreen, sunglasses, and a hat). You can also bring water and snacks if you’d like.
Yes. Your private coastal island kayak tour includes all paddling equipment, dry storage for personal items (dry bags), and a basic paddling lesson.
Yes. The tour works for all experience levels and starts with a beginner-friendly paddling lesson.
522 Cedar Street, Longboat Key, FL
With a flawless reputation among recent visitors, this kayaking operation clearly knows what they're doing. Guides like Jeff, Nick, and Shane consistently earn praise for being knowledgeable, funny, and genuinely engaging. People love how the guides share expertise about local birds, marine life, and the mangrove ecosystem while keeping the vibe relaxed and fun. The tours take you through stunning mangrove tunnels and out to beautiful sandbars and beaches, with frequent dolphin sightings and occasional manatee encounters making the experience memorable. Equipment quality stands out as a major plus—multiple reviewers specifically mention how well-maintained the kayaks are compared to other rental operations. The staff handles logistics smoothly, from clear instructions to flexible rescheduling when weather doesn't cooperate. Families particularly appreciate the kid-friendly approach. This is the kind of place where people become repeat customers, often making it an annual tradition when visiting Longboat Key.
We had an amazing time, saw lots of sea life, and thoroughly enjoyed our tour by Alan. We will definitely book with Happy Paddler again!
Sarah Clark
July 8, 2026
We had an amazing time, saw lots of sea life, and thoroughly enjoyed our tour by Alan. We will definitely book with Happy Paddler again!
Sarah Clark
July 8, 2026
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