COASTAL/NEARSHORE:
Charleston Sail
Florida Keys Cruise
Hilton Head Island Sail
St. Augustine Sail
OFFSHORE/NON-STOP:
Biscayne Bay, Miami, FL to Myrtle Beach, SC
Myrtle Beach, SC to Biscayne Bay, Miami, FL













320+nm Round-Trip Coastal Passage
Gain true-to-life East Coast cruising experience on a seven-day round-trip cruise to Hilton Head Island, SC. This trip has been designed to assist you in gaining knowledge and confidence while coastal cruising, and covers a minimum distance of 320nm (nautical miles). Ocean sailing through the night, traveling the Intracoastal Waterway (and it's challenges), anchoring in remote locations, cooking and cleaning are part of the experience.
This cruise allows for two conditions-related passage options, chosen by the Captain. You will find each route option below. Please call Jason (843-241-6874) if you have any questions or would like to learn more.
8 Days (Sun - Sun)
160+ mile each way
Meals while under sail included
Are you following the ASA curriculum? If you qualify you may:
add ASA104 Bareboat Cruising ($600 per person) or ASA106 Advanced Coastal Cruising ($800 per person) to your monohull passage
or add ASA114 Cruising Catamaran ($800 per person) to your catamaran passage
This trip requires a minimum of two berths to be purchased per sailboat.
Sleeping Arrangements & Pricing:
This trip requires a minimum of two berths to be purchased per sailboat.
Are you following the ASA curriculum? If you qualify you can add ASA104 Bareboat Cruising ($600 per person) or ASA106 Advanced Coastal Cruising ($800 per person) to your passage!
Storyteller (Monohull) - Three private double occupancy cabin berths (beds/sleeps 2) are available each trip.
Private Cabin Berth (each sleeps 2)
1 guest/$2600 or 2 guest/$3900
May 03 - 10, 2026
Storyteller - 3 of 3 Cabins Available
Below you will find our expected itinerary. Please keep in mind that conditions can dictate our schedule, therefore there may be changes made while aboard.
Itinerary 1
Sun - Arrive to the boat by 2pm. Discuss trip & provisions.
Mon - Depart by 12pm. (Sail through the night).
Tue - Make landfall between 10am - 4pm. Have dinner together. Evening free.
Wed - Free day.
Thur - Depart by 11am (Sail through the night).
Fri - Make landfall between 9am - 2pm, Anchoring at Bird Island for the night.
Sat - Arrive at marina by 12pm.
Sun - Backup inclimate weather day
Itinerary 2
Sun - Arrive to the boat by 2pm. Discuss trip & provisions.
Mon - Depart by 8am, traveling the Intracoastal Waterway, anchoring by the Georgetown Lighthouse for the night.
Tue - Depart the anchorage by 10am, ocean sailing to Hilton Head Island.
Wed - Arrive between 6am - 10am. Dock around 11am. Free day.
Thur - Depart by 11am (Sail through the night).
Fri - Make landfall between 9am - 2pm, Anchoring at Bird Island for the night.
Sat - Arrive at marina by 12pm.
Sun - Backup inclimate weather day