No Crowds. Just Nature.
Discover the untouched side of Key West with private, eco-friendly charters guided by Capt. Ally. From hidden sandbars to dolphin encounters, every trip is designed around you.

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Experience Key
West the Natural
Way
At Island to Island Charters, we believe the best adventures happen away from the crowds. With over 20 years of experience, Capt. Ally knows the tides, sandbars, and hidden gems of the Keys better than anyone. Step aboard for a day of discovery—whether that’s wading on pristine sandbars, spotting dolphins, shelling for treasures, or relaxing under pastel sunsets.
Our Trips
Key West Adventures,
Your Way
Sandbar
Explore shallow sandbars, collect unique shells, and enjoy calm waters perfect for all ages.
Wildlife
See dolphins, sea turtles, and rays in their natural habitat—always eco-friendly and respectful.
Shelling
Discover treasures of the sea—sand dollars, conchs, and more on pristine sandbars.
Why We’re Different
We don’t just take you on a tour—we create an authentic Keys experience you won’t find anywhere else.