Hilton Head Island - Charleston Loop (7 Day/ 6 Night)

Map of a boat route along the coast with stops at Palmetto Bay Marina, Harbour Town Marina, Beaufort, Edisto Island, Kiawah Island, Charleston, and other locations, with labels indicating nights spent at specific islands.

Day 1: Palmetto Bay, HHI to Beaufort, SC

Day 2: Beaufort, SC to Edisto Island, SC

Day 3: Edisto Island, SC to Charleston, SC

Day 4: Charleston, SC to Bohicket, Kiawah

Day 5: Bohicket, to Beaufort, SC

Day 6: Beaufort, SC to Harbor Town, HHI

Day 7: Harbour Town, HHI to Palmetto Bay, HHI

This suggested 7-day route is just one way to experience the Lowcountry. Every crew travels differently, and we’re happy to tailor the journey to your pace—whether that’s a quick 4–5 night getaway or a slower week exploring every small town, marina, and marsh creek along the way.

Inquire about ‘one way’ routes and different pickup locations

Hilton Head Island - ST. Simons Island, GA Loop (7 Day/6 Night

Map showing a route along the coast with labeled stops: St. Simmons Island, Darien Night 2, Sapelo Island, Shellman Bluff, Ossabaw Island, Sunbury Crab Night 4, Kilkenny Night 1, Savannah Night 5, Harbour Town Night 6, and Hilton Head Island.

Day 1: Palmetto Bay, HHI to Kilkenny, GA

Day 2: Kilkenny, GA to Darien, GA

Day 3: Darien, GA to St. Simmons Island, GA

Day 4: St. Simmons Island, GA to Sunbury Crab Co, GA

Day 5: Sunbury Crab Co, GA to Savannah, GA

Day 6: Savannah, GA to Harbour Town, HHI

Day 7: Harbour Town, HHI to Palmetto Bay, HHI

This route mixes small-town charm, remote marsh anchorages, and vibrant Savannah—perfect for crews craving slower days, great food, and easy navigation.

Inquire about ‘one way’ routes and different pickup locations

4 Day/3 Night Captained Hilton Head Island Trawler Trip

Map showing a route through Savannah, Hilton Head, and Beaufort, South Carolina, with labels for different nights and start/end points.

No boating experience or don’t feel comfortable driving the boat yourself? Don’t worry, we offer a 4 Day/3 Night Captained trip through some of the Lowcountry’s best marshes & historic coastal Towns. Optional hands-on boat training along the way during the day. The Captain leaves you to enjoy the vessel in the evening and comes back in the morning. No boating experience required!

Day 1: Hilton Head Island departure with a lunch stop at Daufuskie island then Savannah for the evening

Day 2: Savannah to Harbour Town for lunch and a afternoon of exploring. Enjoy beautiful beaches and endless bike paths

Day 3: Harbor Town to Downtown Beaufort, a day filled with amazing food, bike riding, & kayaking along the marsh

Day 4: Enjoy the final cruise back to Hilton Head Island

This is an example of a possible itinerary, these trips are completely flexible and customizable

All voyages are required to stay inside of the Intracoastal Waterway. This makes almost the entire journey protected by land & Islands. Please note all routes have 1 or 2 Sounds that need to be crossed, however rarely do we see major swells or waves.