Explore Longboat Key’s mangrove islands at your own pace with fully equipped half-day rentals
4 hrs
Kayak/Paddleboard, Gear, Map
Chart your own course among Longboat Key’s mangrove islands with a fully outfitted kayak or paddleboard rental. Spend four relaxed hours spotting wildlife, fishing, or simply enjoying calm coastal waters.
Single kayaks are recommended for paddlers age 12 or older. The middle seat in a triple kayak is limited to passengers under 50 pounds.
Full refund if the operator cancels due to weather or unforeseen circumstances. Cancel at least 24 hours before your scheduled activity for a full refund. No-shows are charged in full.
3970 Royal Rd, Longboat Key, FL 34228
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 a fantastic time kayaking on a Happy Paddler guided tour! Don't hesitate - book your spot now (yes, really!) Our guide, Jeff was helpful, thoughtful, and funny. He also easily rebooked us when the weather wasn't in our favor. We saw a ton of birds and fish, and had the pleasure of watching a mother dolphin teaching her baby how to hunt. We made friends with cormorants and had a good time exploring the beach and sandbar. We didn't get lucky enough to see a manatee, but maybe next time, Longbay is beautiful - we'll be back!
Allison Seyler
September 11, 2025
We had a fantastic time kayaking on a Happy Paddler guided tour! Don't hesitate - book your spot now (yes, really!) Our guide, Jeff was helpful, thoughtful, and funny. He also easily rebooked us when the weather wasn't in our favor. We saw a ton of birds and fish, and had the pleasure of watching a mother dolphin teaching her baby how to hunt. We made friends with cormorants and had a good time exploring the beach and sandbar. We didn't get lucky enough to see a manatee, but maybe next time, Longbay is beautiful - we'll be back!
Allison Seyler
September 11, 2025