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Follow the Life of Riley

Some boats have captains.

Some have incredible views.

Ours has Riley.

Riley is our beloved boat dog and unofficial first mate—known for his salty snout, wagging tail, and knack for finding the best spots around Charleston. When you charter with us, you’re not just stepping aboard a boat—you’re following in the pawprints of Riley’s favorite adventures.

The Life of Riley (By Boat)

Riley has spent his days cruising Charleston’s waterways, hopping from dock to dock, and soaking up the Lowcountry lifestyle. From waterfront restaurants to iconic harbor views, Riley has “checked in” to some of the most loved locations in the area—always arriving by boat, of course.

Guests often ask:

“Where does Riley like to go?”

And the answer is simple—everywhere worth going by water.

This page is your guide to Riley’s Charleston: places we love, routes we recommend, and stops that make each charter feel personal, local, and unforgettable.

Will Riley Be On Your Charter?

Riley may join select charters when appropriate, but his primary role is behind the scenes—setting the tone, scouting the stops, and inspiring the experience.

Whether Riley is onboard or not, every guest gets to enjoy:

  • The same dock-and-dine favorites
  • The same scenic routes
  • The same relaxed, dog-approved pace of the Lowcountry

You’re experiencing Charleston the Riley way.

 

Why Guests Love Riley

  • He represents the relaxed, joyful spirit of being on the water
  • He turns a great charter into a memorable story
  • He’s a favorite with families, couples, and dog lovers alike
  • He reminds us not to rush—enjoy the ride

Riley isn’t just cute (though he absolutely is). He’s part of what makes our charters feel warm, personal, and unmistakably us.

Follow Riley’s Adventures

Want to see where Riley’s been lately?

Follow along on social media as he:

  • Cruises the harbor
  • Visits waterfront favorites
  • Enjoys sunset runs and sandbar stops
  • Lives his very best boat dog life

LifeOfRileyCharleston

Riley’s Waterfront Picks

Dock • Dine • Unwind (Riley-Approved)

When Riley’s onboard—or even when he’s just showing the way—these are a few of his can’t-miss waterfront favorites. Each one is best enjoyed the way Riley prefers: by boat, with a breeze, and a view.

Saltwater Cowboys

Riley’s Go-To Dock & Dine

If Riley had a regular spot, this would be it. Saltwater Cowboys is all about casual Lowcountry vibes, fresh seafood, and laid-back dockside dining—exactly Riley’s speed.

Why Riley Loves It:

  • Outdoor deck seating with water views
  • Easy boat access and relaxed atmosphere
  • Friendly, casual energy (perfect for wagging tails)
  • This is the definition of come as you are, stay as long as you like.

Ask us about getting you a reservation!

Sunsets Creekside Bar

Golden Hour, Riley Style

Sunsets lives up to its name—and Riley never misses golden hour. With panoramic water views and a peaceful end-of-day glow, this is one of his favorite spots to wind down after a cruise.

Why Riley Loves It:

  • Incredible sunset views over the water
  • Outdoor seating ideal for relaxed evenings
  • A calm, coastal vibe that pairs perfectly with a slow cruise home
  • If your charter includes sunset plans, this stop is chef’s kiss.

Island Cabana Bar

Island Time Activated

When Riley’s feeling festive, Island Cabana Bar is the move. Tropical drinks, open-air seating, and that “vacation starts now” feeling make this a favorite stop for celebrating the day.

Why Riley Loves It:

  • Lively, fun atmosphere
  • Waterfront location perfect for boat arrivals
  • A great place to toast the day before heading back out

This one’s all about fun in flip-flops—Riley approved.

Following Riley’s Route

These stops aren’t just recommendations—they’re part of Riley’s story. Each represents what we love about Charleston by boat: freedom, flexibility, and finding your favorite places from the water.

Whether you’re planning:

  • A casual lunch stop
  • A sunset dinner
  • Or a celebratory drink by the docks

You’ll be experiencing Charleston the Life-of-Riley way.