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Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Enjoy a private 2-hour morning dolphin watching and sailing tour on Hilton Head Island for up to 6 people, with wildlife sightings, scenic views, and personalized service.

This 2-hour private tour offers an intimate way to explore Hilton Head Island’s waters while seeking out playful dolphins and spotting local wildlife. Priced at $465 per group for up to 6 guests, this experience features a personalized sailing adventure led by a dedicated captain. Perfect for those who appreciate calm, scenic mornings, the tour departs from 1 Waterway Lane and promises a flexible, relaxed experience whether you want to sail actively or simply unwind and enjoy the views.
What makes this tour particularly appealing is its focus on wildlife observation—including dolphins, bald eagles, and various bird species—set against the backdrop of Hilton Head’s beautiful waterways. With the option to upgrade to a half-day sailing trip, travelers who want more time on the water can extend their adventure. Though weather can influence sailing winds, the calm morning trips often prioritize dolphin watching and wildlife spotting, making it ideal for a peaceful, scenic outing.
This private experience is perfect for small groups, family gatherings, or celebrations such as a low-key bachelorette party. The flexibility to participate in sailing activities or simply relax makes it a versatile choice. Plus, the tour includes bottled water, soda, and sailing instructions, ensuring everyone feels comfortable whether they’re seasoned sailors or first-timers.

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This tour provides a completely private experience for your group, ensuring personalized attention from the captain and crew. Unlike larger, public excursions, this private charter allows for tailored interactions and flexible pacing, making it suitable for celebrating special occasions or simply enjoying a quiet morning on the water.
The vessel is well-maintained and ready for a gentle cruise through Hilton Head’s scenic waterways. The private nature of the tour means you’ll share the boat only with your party, allowing for an intimate connection with the natural beauty around you. The crew’s friendly, professional attitude helps set a welcoming tone, whether you want to actively steer the boat or prefer to sit back and take in the scenery.

The tour generally takes place during the morning when winds are calmer, which enhances wildlife spotting opportunities and makes for a smoother ride. The captain often spends more time searching for dolphins during these times, but if the wind picks up, a fun sail can be included in the experience.
As you drift through Hilton Head’s intercoastal waterways, keep your eyes peeled for dolphins playing in the boat’s wake. Bald eagles are also common, soaring overhead or perched along the shoreline. Bird lovers appreciate the presence of pelicans, egrets, and other seabirds, all adding to the natural spectacle.

One of the tour’s highlights is the flexibility it offers regarding sailing participation. Guests can choose to be involved in sailing activities such as winching sail sheets, handling lines, and steering, all under the guidance of the captain. This makes the experience engaging for those interested in sailing or eager to learn.
Conversely, if relaxation is more your style, you can simply sit back and enjoy the ride, soaking up the scenery without any obligation to participate. The crew ensures everyone feels comfortable, whether they want to be hands-on sailors or prefer a leisurely cruise.

While dolphin sightings are the primary focus, travelers also enjoy views of Hilton Head, Pickney Island, and Paris Island from the water. These landmarks provide a scenic backdrop and contribute to the sense of being immersed in the local environment. The tour’s route through the intercoastal waterways offers a relaxed glimpse of the natural and developed scenery around Hilton Head.
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The tour includes bottled water and soda, helping guests stay refreshed during the ride. Sailing and sail instruction are also part of the package, offering an educational element for those curious about the mechanics of sailing. The crew is happy to share their knowledge and answer questions during the trip.
Gratuities for the captain and crew are not included but are appreciated if you feel the service was excellent. The tour’s mobile ticket format makes check-in simple and contactless.

The experience begins at 1 Waterway Lane, Hilton Head Island, and ends at the same location, making logistics straightforward. The tour operates with free cancellation up to 24 hours in advance, offering flexibility in case of weather concerns or changes in plans.
Given the tour’s private nature and small group size, it’s an ideal choice for travelers seeking an exclusive, personalized outing. The most travelers find it accessible and suitable, with service animals allowed and nearby public transportation options.

Compared to other dolphin or water tours on Hilton Head, this private sail emphasizes personalized engagement and wildlife viewing in a calm, morning setting. The option to actively participate or relax ensures it appeals to a variety of preferences. The dedicated captain and crew are praised repeatedly for their professionalism, friendliness, and attentiveness.
The tour’s focus on wildlife — especially dolphins and bald eagles — makes it particularly appealing for nature lovers. The scenic route and well-maintained vessel enhance the overall experience, making it a worthwhile purchase for those who value comfort, quiet, and natural beauty.
This 2-hour private sailing and dolphin watching tour offers a peaceful, scenic escape on Hilton Head Island’s waters. Its private setting ensures a relaxed, tailored experience that suits families, friends, or couples celebrating special moments.
The combination of wildlife sightings, scenic landmarks, and the option to actively sail or simply relax makes it a versatile choice. While weather can influence sailing conditions, the calm mornings generally favor dolphin spotting and gentle cruising.
For those seeking a personalized, wildlife-focused outing with the flexibility to participate or unwind, this tour from Anchors Away Sailing Charters delivers a warm, professional experience that highlights the best of Hilton Head’s natural beauty.
“We thoroughly enjoyed our sail with Captain Greg and Jacob! We were a group of 5, in town for a low key bachelorette party, and loved the beautiful…”
What is included in the tour price?
The tour includes bottled water, soda, and sailing instructions, with a private boat for your group.
How long does the tour last?
The experience lasts approximately 2 hours.
Can I participate in sailing activities?
Yes, guests can choose to be involved in sailing, handling lines, and steering, or simply relax and enjoy the scenery.
Is this tour suitable for children?
Most travelers can participate, and the experience is family-friendly. Service animals are also allowed.
Where does the tour depart from?
The tour begins and ends at 1 Waterway Lane, Hilton Head Island.
Can I cancel the tour if the weather is bad?
Yes, free cancellation is available up to 24 hours before the scheduled start, with a full refund.
Is gratuity included?
No, gratuity is not included but is greatly appreciated if you are satisfied with the service.
What landmarks will I see?
Expect views of Hilton Head, Pickney Island, and Paris Island along the route.
Can I upgrade the experience?
Yes, there is an option to upgrade to a half-day sailing adventure for more time on the water.
Are there any physical requirements?
Most travelers can participate, and the tour is accessible, with no specific physical prerequisites mentioned.