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Bucket List Getaways Sailing Charters… “Not just another boat ride”


Bucket List Getaways, Sailing CharterAt Bucket List Sailing Charters, we have two (2) Kayaks, two (2) paddle boards, boogie boards, a surfboard, snorkel gear, and lots of other fun things for enjoying the beautiful waterways in Hilton Head Island and beyond.

Each cabin has a queen size bed, and hanging closet. We provide linens, towels and toiletries for your convenience. Let us know how we can make your vacation perfect. Our boat is air conditioned (for the warm nights), fully equipped for extended stays, 110v for all your electrical needs, ice maker, microwave, covered outside dinning and a large forward deck for tanning, even flat screen TV and DVR.


Bucket List Sailing Charters Hilton Head SC, Savannah GA


Bucket List Getaways, Sailing Charters Hilton Head

Learn what sailing is all about, be part of the crew or just kick back and relax.

Join Captain Joel on a morning, afternoon, or sunset sailing adventure. Sailing can change the way you think about life. You will have the opportunity to become part of the crew, learn basic sailing terms, and find the serenity of the open water. Enjoy the one on one quality time sailing gives you and your family.

Bucket List Getaways Sailing Charters will depart from Skull Creek Marina and make our way thru the Inter Coastal Waterway to Port Royal sound where you will discover a view of Hilton Head Island you may never see. Cruise and explore the sound, the channel to Beaufort, North Shore of Hilton Head and return to Skull Creek.

Bucket List Getaways, Sailing Charters Hilton Head

Bucket List Sailing Charters, Hilton Head Rates and Cruise times:

  • 9:30 am to Noon
  • 1:30 pm to 4 pm
  • 6 pm to Sunset

Bucket List Getaways Sailing Charters, Day Sailing Charters:

*All Hilton Head Rates include free drinks.

  • 9:30 to 4 pm… We sail to a private beach for your lunch and afternoon enjoyment. This sail includes paddle boards, kayaks, and other water activities.
  • 6 pm to Sunset… We sail to a private beach where you may enjoy beautiful sunsets, dolphin watching, and just enjoying  the water.

Bucket List Getaways Sailing Boat

You may even find that special place in your heart for the freedom, enjoyment, and tranquility of Sailing.

The Bucket List Getaways Sailing Crew is limited to six. Everyone will get a turn at the helm, trim the sails, navigate Port Royal Sound or just kick back and relax.


Get your crew together, and join Bucket List Getaways Sailing Crew today!

Sailing information below. Kayaking, Bucket List Getaways, Hilton Head

  • Morning Sails begin at 9:30 am, and return at approximately 12 noon
  • Afternoon Sails begin at 1:30 pm, and return at approximately 4 pm
  • Sunset Sails begin at 6 pm, and return at Sunset

Bucket List Getaways, Day Sailing Charters

  • 9:30 to 4 pm… We sail to a private beach for your lunch and afternoon enjoyment. This sailing trip includes boogie boards, paddle boards, kayaks, and other water toys.
  • 6 pm to Sunset… We sail to a private beach where you may enjoy paddle boards, kayaks, boogie boards, as well as various other water toys.

All Hilton Head Sailing Charter Rates include:

  • Iced Drinks
  • Snacks
  • Informational handouts

We may even spot a dolphin or two.

Dolphin Cruises Contact Bucket List Getaways, Sailing ChartersIf you are looking for adventure, tell us what you would enjoy and let us see if we can make it happen.

You may want to make a day of it, or take advantage of one of our Day Sailing Charter Specials. Contact Bucket List Getaways at 843-298-2738 to plan your sailing charter for a day of fun on the water.

Contact us for your three (3) day vacation in Hilton Head, SC, which includes a night at Savannah’s River Street. Three (3) days, two (2) nights, continental breakfast, light lunch, snacks and drinks each day.

We offer couple rates, per person rates, as well as vacation rates and discounts. Call us 843-298-2738 to find out about our sailing packages, discounts, and more!

Our rates include continental breakfast, light lunch, drinks, paddle boards, kayaks, snorkeling, boogie boards, and assorted water activities.

Click the map below to get directions.

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