2026 Nags Head Sailing Tours Guide

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Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

The People Sanctuary

OCEANVIEW - Bold Dune Drive - THE PEOPLE SANCTUARY is convenient to shopping and eateries and offerings pretty vistas of the Pamlico Sound, this home provides a sanctuary for you and your guests. The private swimming pool and close by hot tub...

  • Waves
  • 4 Bedrooms
  • 4 Bathrooms
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

7504 - Sunrise-Sunset

Always Included, complimentary linens and made beds! You will have smiles all around at Sunrise-Sunset! Enjoy the unique location on the National Park boundary where you will have the best of both...

  • Avon
  • 4 Bedrooms
  • 4 Bathrooms
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

Scallop

Paradise awaits at this beautiful, multi-level home located just a few blocks away from the beach! This retreat offers the perfect home base for your next adventure - you are within walking distance of the beach and close to fantastic local...

  • Buxton
  • 3 Bedrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

SANDY CHEEKS

“Sandy Cheeks” offers the best of both worlds, nestled amid beautiful, live oak trees on a private cul-de-sac, less than a 350 yard walk to the beach and close to local attractions and shopping. With five large bedrooms, a sun room/game room...

  • Southern Shores
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
Haulover Day Use Area (Canadian Hole)

Canadian Hole may be an unfamiliar term to the typical, laid-back Hatteras Islander vacationer, but to windsurfers around the world, the phrase invokes thoughts of an exact, postcard-perfect locale on the Outer Banks, where windsurfing and water...

709 | Hook'em

"Hook'Em" is a terrific Nags Head home on the Oceanfront that provides inviting décor, upscale furnishings, and plenty of space to enjoy quality time with your family. Whether you sit on the covered sun deck or your private dune deck, you can...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
  • Sleeps 16
The Farmer's Daughter

Founded in 1984 on the coast of the Outer Banks, NC, Farmer’s Daughter still remains a destination for people wanting great quality, outstanding selection of unique clothing, accessories, and gifts at affordable prices. Committed to offering...

464 | Tuna Daze

This Outstanding Semi-Oceanfront Beach Home offers Beautiful Decor, Comfortable Furnishings, Ocean Views, & has Direct Beach Access (Across Beach Road). The perfect get-a-way for your family vacation or romantic escape, this home is ideally...

  • Kitty Hawk
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
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...

AVAV3 Reel Living  #3-AV

Reel Living #3-AV is a beautiful, waterfront cottage located in historic Avon Village. A dock in the back provides easy access to the shallow waters, as well as direct sound access for windsurfing, kiteboarding, kayaking, boating, SUP, crabbing, and...

  • Avon
  • 5 Bedrooms

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...