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Welcome Aboard Islamorada Boating Tours!
Join us on a brand-new 2025 Contender 26 Bay Boat, docked at the world-famous Lorelei in downtown Islamorada. Powered by a 300 HP Yamaha engine, this comfortable and stylish vessel cruises up to 40 knots and seats up to six guests — plus, we’re pet friendly!
Enjoy SiriusXM satellite radio or Bluetooth your own playlist while you relax. Our cooler is filled with ice, so just bring your favorite food and drinks and come ready for a great time on the water.
I’m Captain Greg Poland, and I specialize in custom adventures — from dolphin watching and sandbar trips to island hopping, booze cruises, and family-friendly fishing. We can even cruise the canals and check out the amazing local mansions.
The boat features spacious aft and bow sundecks, plus an oversized sunshade if you’d rather stay cool. Take a dip at the famous Islamorada Sandbar and enjoy the best of the Florida Keys lifestyle!
Onboard Policies:
✔ Alcohol allowed
✔ Children welcome
✔ Pets welcome
✔ Glass bottles allowed
✔ Red wine allowed
✔ Smoking allowed
✔ Swimming allowed
Safety Equipment:
Anchor • Bow Thruster • Chart Plotter • Depth Finder • GPS • Life Jackets • Radar • Sonar • VHF Radio • Wheel Steering
📍 Departing from: The Lorelei, Downtown Islamorada
⚓ Limited spots available — book your trip today and make unforgettable memories in paradise!

Trip availability and prices

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Morning 2hr Trip 7am-9am