2026 Sailing Tours Guide

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Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

330 | Dare to Sea

Dare to Sea is the place to be! Thoughtfully designed and tastefully equipped, this beach cottage is sure to be a favorite for your Outer Banks Family Vacation. Your crew is sure to enjoy the Private Swimming Pool, Hot Tub, Rec. Room w/Pool Table...

  • Kill Devil Hills
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

4208 - NAAN SANDS

Always Included, complimentary linens and made beds! Georgetown Sands, Bldg. 2, unit 10, steps to the Ocean from your private beach access with fragrant Russian olives and a short walk to the...

  • Duck
  • 2 Bedrooms
  • 2.5 Bathrooms
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

109 | Cap Star

Cap Star is a spacious Oceanfront home located in popular Nags Head with features that include your own Private Swimming Pool, Hot Tub, and private boardwalk to the beach with dune top deck. Your family is sure to enjoy the top level living area...

  • Nags Head
  • 6 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 12
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

SEACRET GETAWAY

Seacret Getaway is a rare find in the Carolina Designs collection: a flattop custom-built in 2022, tucked beneath mature live oaks just four homes from the east end of a quiet dead-end street in Southern Shores. Friday check-in lets you skip...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

Drift-A-Wave 585

Beaming views of the sunrise over the ocean and comfortable seaside living await you at Drift-A-Wave. Recently remodeled and located in South Nags Head at milepost 20.5, this three-bedroom, two bath beach bungalow combines classic Outer Banks beach...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

Sunbeam S-14

Bask in the refreshing ocean breezes at Sunbeam, a stunning oceanfront retreat on Hatteras Island. Nestled in the peaceful village of Salvo, this home is your gateway to unspoiled beaches, stunning sunsets, and countless adventures. Known for its...

  • Salvo
  • 5 Bedrooms
  • 4 Bathrooms
TRiO Restaurant & Market

Wine, beer and cheese lovers will love TRiO, an exciting retail and tasting destination in Kitty Hawk. Both a gourmet retail wine, beer and cheese shop as well as a bistro with a wine bar and tap house, TRiO offers the best of the worlds of...

5240 - The Sea Spirit

MP 7. Always Included, complimentary linens and made beds! The Sea Spirit is a magnificent 10-bedroom, 11.5-bathroom Outer Banks rental located in Kill Devil Hills. The Sea Spirit is the epitome of...

  • Kill Devil Hills
  • 10 Bedrooms
  • 10.5 Bathrooms
Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge grassy lawn, restrooms, showers, a 200 foot pier and plenty of room for you to spend the day. Since 1979 Nor'Banks has been one of the finest sailing operations on the East Coast offering Flying Scots, Hobie Cats and quality private sailing instruction...

Kitty Hawk Kites

Kitty Hawk Kites has been Teaching the World to Fly since 1974 and is home to the world’s largest hang gliding school. As the Outer Banks leader in quality outdoor recreation and adventure, Kitty Hawk Kites offers more than 30 activities to choose from, so get out that pen and start crossing things off your OBX bucket list today! Visit KittyHawk.com or call 1.877.FLY.THIS to book your Kitty Hawk Kites adventure today.