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Bay Charters in Seaside, Grayton Beach & Across 30A

The Choctawhatchee Bay runs alongside 30A for its entire length — calm, clear, and full of dolphins. Getting out on it is easier than most guests expect.


Every charter is fully private. Your group, your schedule, your day. We depart from Tom's Landing in Santa Rosa Beach — a short drive from anywhere on the strip — and go wherever you want to go. Dolphin watching, a full day on the bay, a sunset cruise, a waterfront restaurant tour, or all the way to Crab Island. Pick what fits and we'll make it happen.

Charter Trips

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Crab Island Adventure

Most Popular

6 to 8 hours | From $699 | Up to 12 guests

* Plus captains fees

Cruise across the Choctawhatchee Bay to Crab Island in Destin — about 45 minutes each way — with hours of swimming, floating, and relaxing once you arrive. This is the one our guests book again.

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Bachelorette Party Package

Best for Groups

6 to 8 hours | From $699 | Up to 12 guests

* Plus captains fees

Private boat. Your music. Crab Island or the waterfront bar scene — your choice. Add optional decorations for an extra $100.

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Day Cruise

Most Flexible

4 to 8 hours | From $499 | Up to 12 guests

* Plus captains fees

Sandbars, swimming, waterfront restaurants, sightseeing — pick your version of a perfect day and we'll make it happen. The most open-ended charter we offer.

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Restaurant Hop Cruise

Great for Adults / Date Night

4 to 6 hours | From $499 | Up to 12 guests

* Plus captains fees

Two or three waterfront stops — North Beach Social, The Bay, Nick's Seafood — all by boat. Skip the parking, skip the highway, and just enjoy the ride between courses.

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Dolphin Charter

Best for Families

2 to 4 hours | From $299 | Up to 12 guests

* Plus captains fees

Cruise the bay, spot dolphins, and take in the scenic waterfront on one of 30A's most relaxing charter experiences. Perfect for families, first-timers, and anyone who just wants to enjoy the water without a set agenda.

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Sunset Cruise

Best for Couples

2 to 3 hours | From $299 | Up to 12 guests

* Plus captains fees

The bay at golden hour is something you don't forget. Come out for the light, the scenery, and an easy evening on the water.

Yacht Aerial View

What's Included on Every Charter

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Cooler with ice and bottled water

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Lily pad ladder for easy water access

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Bluetooth music

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Life jackets and USCG safety equipment

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Fuel

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Private charter — your group only

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Two bimini tops for shade

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Up to 12 guests

Captain Note

Your captain is hired separately and paid on the day of the charter at $45 per hour by Venmo or Zelle. We'll provide you with a list of available captains when you book.

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Not sure which charter is right for you? Call or text us We'll help you figure it out.

30A Florida

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