2026 Nags Head Sailing Tours Guide

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Resort Realty

For more than 39 years, Resort Realty has been providing unforgettable Outer Banks vacations. From Corolla to Hatteras Island, Resort Realty offers nearly 600 Outer Banks vacation homes that range from cozy 1-bedroom condos to exquisite 20-bedroom...

Singing Sandpipers

You'll sing for joy at Singing Sandpipers, a lovely beach house that offers comfort and relaxation in Duck Village! This house is for families that love to be together, love the beach, and love the Outer Banks! There is plenty of decking to enjoy...

  • Duck
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

Dolphin Watch

Located in Corolla / 4 Bedrooms / 2 Full BathroomsAccessible by 4x4 car only! Dolphin Watch is attractively located just 3 1/2 miles from the end of the paved road in the Swan Beach area. You will appreciate unobstructed ocean vistas from both...

  • Corolla
  • 4 Bedrooms
  • 2 Bathrooms
6/2 - 6/9
$2,335  $2,549
$214 off
7/3 - 7/10
$3,240  $3,555
$315 off
7/11 - 7/18
$3,240  $3,555
$315 off
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

LICENSE TO CHILL

Overview Modern decor, high-end finishes, desirable amenities, unbeatable views, prime location... enter License to Chill! A 12-bedroom, oceanfront vacation home that will leave you and your guests wanting for nothing. Inside and out...

  • Corolla
  • 12 Bedrooms
  • 14 Bathrooms
Southern Shores Realty

Southern Shores Realty offers over 350 Outer Banks rentals from Corolla to S. Nags Head.  We've been an Outer Banks tradition since 1947, providing families just like yours with memories that last a lifetime.  Take a moment to search...

Latitude Adjustment

Located in Duck / 6 Bedrooms / 6 Full Bathrooms / 2 Half BathroomsFeel a Latitude Adjustment in this 4200 square foot vacation rental home with all the amenities you’re looking for!Ground Level: Exterior amenities include a entirely gated private...

  • Duck
  • 6 Bedrooms
  • 6 Bathrooms
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...

349 | Sea Life

This lovely Kitty Hawk Beach Home is a Great Vacation Choice. Your family will enjoy the bright colors, Ocean Views, & Rec. Room w/Pool Table. Darts & Foosball. The Beach is a short 1.5 block walk away & the Hot Tub is perfect for...

  • Kitty Hawk
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
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...

833 | Entropy

Lovely décor, comfortable furnishings and a great location that is within easy walking distance of the Beach make Entropy an excellent choice for your family retreat to the Outer Banks. Only three lots back from the beach w/direct access and...

  • Nags Head
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 15
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...

The Aerie PH-11

Escape to The Aerie, a recently constructed 3-bedroom, 2-and-a-half-bath retreat tucked away in the quiet Penny's Hill area of Carova, where ocean views, modern comforts, and peaceful surroundings set the stage for a memorable Outer Banks getaway...

  • Carova
  • 3 Bedrooms
  • 2.5 Bathrooms
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.