Private Hilton Head Sunset Sailing Tour with Dolphin Watching - Wildlife Watching: Dolphins, Manatees, and Sting Rays

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

Experience a private sunset sailing adventure on Hilton Head Island with dolphin watching, wildlife insights, and opportunities to learn or relax aboard a beautiful sailboat.

A private Hilton Head sunset sailing tour with dolphin watching offers a peaceful and personalized way to enjoy Hilton Head Island’s waters. Priced at $525 for a group of up to six people, this 2-hour journey provides an intimate setting for wildlife viewing, sailing, and stunning sunset vistas. The tour departs from Safe Harbor Skull Creek and is operated by Anchors Away Sailing Charters, renowned for their attentive service and flexible experience options.

This tour stands out because it combines wildlife sightings—including dolphins, manatees, and sting rays—with the chance to learn about sailing or simply sit back and enjoy. Many reviews highlight the spectacular sunsets and friendly crew as key highlights, making it a highly recommended choice for those seeking a relaxed yet engaging activity on Hilton Head Island. Keep in mind that the tour is popular, often booked 34 days in advance, and depends on good weather conditions, but its full refund policy offers flexibility if plans change.

Key Points

Private Hilton Head Sunset Sailing Tour with Dolphin Watching - Key Points

  • Private sailing experience in Hilton Head Island for up to 6 guests
  • 2-hour tour focusing on dolphin watching and sunset views
  • Opportunity to learn about wildlife like manatees and sting rays
  • Flexible involvement in sailing activities or full relaxation
  • Depart from Safe Harbor Skull Creek with a full refund available if canceled due to weather
  • Highly praised for friendly crew, beautiful scenery, and dolphins sightings

Hilton Head Sunset Sailing Departs from Safe Harbor Skull Creek

This private sailing tour begins at Safe Harbor Skull Creek on Hilton Head Island. The meeting point requires a pass into Hilton Head Plantation, which the marina staff arranges upon your arrival. The location is accessible by public transportation and is close to the main areas of Hilton Head. Since this is a private experience, only your group will participate, enhancing the personalized feel.

The departure process includes an easy check-in with a photo ID, and the crew ensures everyone is comfortable before setting sail. The boat itself is described as beautiful and clean, giving the whole experience a polished, welcoming atmosphere. The full duration of the tour is approximately two hours, making it a perfect short escape from daytime activities.

What Makes This Private Sunset Sail Unique

Private Hilton Head Sunset Sailing Tour with Dolphin Watching - What Makes This Private Sunset Sail Unique

Unlike larger, shared cruises, this tour offers an intimate environment with just your group on board. The sailing grounds are reached in just a few minutes by motor from the marina, allowing more time to enjoy the open water and wildlife. The crew actively encourages participation, offering sailing tips and opportunities to steer the boat if desired, or simply relax and enjoy the ride.

The sails are put up once the boat reaches the sailing grounds, then lowered as the sun sets over Hilton Head. The timing is perfect for capturing group photos with the sails and sunset in the background. The boat’s capability to turn off the motor and rely solely on the wind for sailing creates a peaceful atmosphere.

Wildlife Watching: Dolphins, Manatees, and Sting Rays

Private Hilton Head Sunset Sailing Tour with Dolphin Watching - Wildlife Watching: Dolphins, Manatees, and Sting Rays

The tour’s core appeal is wildlife viewing. The area around Hilton Head is known for frequent dolphin sightings, with reports of dolphins showing up up to six times during a single trip. Other animals like manatees and sting rays are also often seen, adding to the sense of discovery. The crew shares knowledge about local wildlife, enriching the experience beyond just sightseeing.

Dolphin sightings seem to be a highlight based on reviews, with many guests describing witnessing multiple pods during the cruise. The opportunity to see dolphins in their natural habitat is considered a major plus for this tour.

Sailing Experience and Learning Opportunities

The tour caters to both relaxers and sailing enthusiasts. For those interested in sailing techniques, the crew readily offers tips and explanations, even allowing guests to steer the boat. Guests can participate actively if they wish or simply sit back and enjoy the scenery.

The crew members, including captains Paul, Kevin, Jude, and others, are praised for their knowledge, friendliness, and ability to make the experience personal. The conversational style makes the storytelling about wildlife and sailing accessible and engaging.

Sunset Views and Photo Opportunities

Private Hilton Head Sunset Sailing Tour with Dolphin Watching - Sunset Views and Photo Opportunities

As the boat sails toward the horizon, guests are treated to spectacular sunset views. The golden hour offers perfect lighting for photos with sails and water reflections. Many reviews mention how beautiful and memorable the sunset scenery is, providing great photo moments that capture the essence of Hilton Head’s waters.

The sunset timing coincides with the boat’s final stretch back to the marina, creating a serene and romantic atmosphere perfect for special occasions or quiet reflection.

Comfortable Boat Amenities and Crew Service

Private Hilton Head Sunset Sailing Tour with Dolphin Watching - Comfortable Boat Amenities and Crew Service

Passengers often remark on the comfort and cleanliness of the sailing vessel. The crew provides cozy blankets during cooler evenings, enhancing comfort while enjoying the sunset. The service is described as warm, friendly, and informative, with the crew engaging guests in storytelling and local insights.

The entire experience is designed to feel personal and relaxed, with crew members like Captain Paul, Jude, and Kevin praised for their hospitality and expertise. The small group size ensures that everyone feels attended to, creating a genuine connection with the crew.

Booking, Availability, and Cancellation Policy

Private Hilton Head Sunset Sailing Tour with Dolphin Watching - Booking, Availability, and Cancellation Policy

The tour costs $525 per group, accommodating up to 6 guests. It’s often booked 34 days in advance, reflecting its popularity. The booking process involves confirmation within 48 hours, depending on availability.

The cancellation policy offers full refunds if canceled at least 24 hours before the scheduled start, providing peace of mind. Since the tour depends on good weather, cancellations due to poor weather will result in a full refund or the option to reschedule.

Who Should Consider This Tour

Private Hilton Head Sunset Sailing Tour with Dolphin Watching - Who Should Consider This Tour

This private sailing experience is ideal for those seeking a relaxed, scenic activity with personalized service. It suits families, couples, or small groups wanting to enjoy dolphins, wildlife, and beautiful sunset views in a comfortable setting. The opportunity to learn about sailing adds an extra layer for enthusiasts.

While the tour does not specify accessibility features, its short duration and easy meeting process make it suitable for most moderate physical abilities. Guests should be prepared for cooler evening temperatures and the possibility of weather-dependent cancellations.

Final Thoughts: A Calm and Personal Hilton Head Sunset Cruise

This private Hilton Head sunset sailing tour offers a peaceful escape into the waters surrounding Hilton Head Island. Its small-group setting provides an up-close wildlife experience, with frequent dolphin sightings and wildlife insights. The spectacular sunsets and friendly crew create a warm, memorable atmosphere, making it a perfect choice for romantic evenings, family outings, or small celebrations.

The value lies in the personalized service and the chance to participate in sailing activities or simply relax and enjoy. While weather can influence the experience, the full refund policy ensures flexibility. This tour is highly recommended for anyone wanting a beautiful, intimate sail with wildlife and sunset views as the highlights.

✨ Book This Experience

Private Hilton Head Sunset Sailing Tour with Dolphin Watching



5.0

(118 reviews)

99% 5-star

“Excellent. I'd definitely recommend the trip. Crew were great to be with. We enjoyed the sailing, the beautiful sunset, and seeing dolphins, etc.”

— Jeremy L, Featured

Frequently Asked Questions

What is included in the price of $525?
The price covers a private 2-hour sailing tour for up to 6 guests, including wildlife watching, sailing, and sunset viewing.

How do I book this tour?
Bookings are made through the provider, Anchors Away Sailing Charters, with confirmation within 48 hours. It’s recommended to reserve at least 34 days in advance due to popularity.

What should I bring?
Guests are encouraged to bring camera gear for photos and dress appropriately for evening temperatures. The crew provides blankets if it gets chilly.

Is this tour suitable for children?
Yes, the tour is suitable for most travelers, including families with children, as evidenced by reviews mentioning kids helping with sails.

What happens if the weather is bad?
If canceled due to poor weather, guests are offered a full refund or the option to reschedule.

Can I participate in sailing activities?
Absolutely! Guests have the option to learn about sailing and participate actively or just enjoy the relaxing scenery.

Are service animals allowed?
Yes, service animals are permitted on this tour.

Where does the tour end?
The tour ends back at Safe Harbor Skull Creek, the same as the start point.

How long is the tour?
The approximate duration is 2 hours, making it an easy addition to a day on Hilton Head Island.

What makes this tour stand out?
Its private setting, wildlife focus, spectacular sunsets, and friendly, knowledgeable crew make it a top choice for a peaceful, personalized water experience.