A two-hour private sunset sail from Skull Creek Marina that pairs hands-on sailing with evening dolphin watching on Port Royal Sound. Ideal for small groups wanting active participation or a relaxed cruise as the Lowcountry light fades.
A two-hour private sunset sail from Skull Creek Marina that pairs hands-on sailing with evening dolphin watching on Port Royal Sound. Ideal for small groups wanting active participation or a relaxed cruise as the Lowcountry light fades.
Boarding at Safe Harbor Skull Creek, the boat rocks gently while a low Atlantic breeze pushes the sail taut. Within minutes the island recedes, marsh grass and oyster bars sliding past as dolphins begin to arc alongside the bow. The light thins into a lane of gold across Port Royal Sound; the captain eases the sheets and the motor goes quiet — this is true sailing, with space to participate or simply watch.
Verified experiences and guided adventures in the surrounding area.
Operated by Anchors Away Sailing Charters · Hilton Head Island, South Carolina
Boarding at Safe Harbor Skull Creek, the boat rocks gently while a low Atlantic breeze pushes the sail taut. Within minutes the island recedes, marsh grass and oyster bars sliding past as dolphins begin to arc alongside the bow. The light thins into a lane of gold across Port Royal Sound; the captain eases the sheets and the motor goes quiet — this is true sailing, with space to participate or simply watch.
This stretch of Lowcountry shoreline has long been shaped by tidal flow and maritime industry. Port Royal Sound and the surrounding creeks fed rice plantations, then shrimpers and oystermen; nearby Parris and Pinckney Islands add a military and natural-history counterpoint to the scenery. Geologically, low-lying barrier islands, tidal flats and salt marsh dominate — the terrain that makes evening wildlife especially active.
Expect a two-hour private charter for up to six passengers that combines open-water sailing with wildlife viewing. Dolphins, shorebirds and stingrays are common at sunset; manatees may appear in calmer backwaters. The operation encourages guest involvement with trimming sails and steering, but also accommodates those who prefer to relax.
Practical notes: arrive 15 minutes early to secure your gate pass into Hilton Head Plantation, wear layered clothing for wind and cooling temperatures, and bring reef-safe lotion as spray sunscreens are prohibited. Glass containers and red wine aren’t allowed; swimming off the boat is permitted at your own risk. Tours run year-round but are breeziest in spring and fall — timing your sail around high tide and the day’s wind forecast improves the experience.
This outing balances quiet sailing technique with the immediacy of coastal wildlife — a practical, scenic way to close a Lowcountry day.
easy.
2 hours.
Suitable for most fitness levels; you should be able to step on and off a dock and stand for short periods on a moving boat.
The private sail accommodates up to six passengers as described on the booking.
Yes—guests may swim off the boat but must do so at their own risk and inform the captain before entering the water.
Full refunds are available if you cancel at least 24 hours before the scheduled departure; trips may be canceled for bad weather.
Bottled water and soda are included; guests are welcome to bring other non-glass food and beverages but no red wine or glass containers.
Port Royal Sound has been a navigational hub since colonial times, with the surrounding Lowcountry shaped by rice plantations, naval history at Parris Island, and a long commercial fishing tradition.
Boaters are asked to use reef-safe products, avoid disturbing wildlife, and dispose of trash properly to protect fragile marsh and estuarine habitats.
Anchors Away Sailing Charters operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Boarding at Safe Harbor Skull Creek, the boat rocks gently while a low Atlantic breeze pushes the sail taut. Within minutes the island recedes, marsh grass and oyster bars sliding past as dolphins begin to arc alongside the bow. The light thins into a lane of gold across Port Royal Sound; the captain eases the sheets and the motor goes quiet — this is true sailing, with space to participate or simply watch.
Boarding at Safe Harbor Skull Creek, the boat rocks gently while a low Atlantic breeze pushes the sail taut. Within minutes the island recedes, marsh grass and oyster bars sliding past as dolphins begin to arc alongside the bow. The light thins into a lane of gold across Port Royal Sound; the captain eases the sheets and the motor goes quiet — this is true sailing, with space to participate or simply watch.
This stretch of Lowcountry shoreline has long been shaped by tidal flow and maritime industry. Port Royal Sound and the surrounding creeks fed rice plantations, then shrimpers and oystermen; nearby Parris and Pinckney Islands add a military and natural-history counterpoint to the scenery. Geologically, low-lying barrier islands, tidal flats and salt marsh dominate — the terrain that makes evening wildlife especially active.
Expect a two-hour private charter for up to six passengers that combines open-water sailing with wildlife viewing. Dolphins, shorebirds and stingrays are common at sunset; manatees may appear in calmer backwaters. The operation encourages guest involvement with trimming sails and steering, but also accommodates those who prefer to relax.
Practical notes: arrive 15 minutes early to secure your gate pass into Hilton Head Plantation, wear layered clothing for wind and cooling temperatures, and bring reef-safe lotion as spray sunscreens are prohibited. Glass containers and red wine aren’t allowed; swimming off the boat is permitted at your own risk. Tours run year-round but are breeziest in spring and fall — timing your sail around high tide and the day’s wind forecast improves the experience.
This outing balances quiet sailing technique with the immediacy of coastal wildlife — a practical, scenic way to close a Lowcountry day.