2026 Nags Head Sailing Tours Guide

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Events
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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...

Sunset Bay CHA-05

Come to the quiet, relaxing beaches of South Nags Head and you will find that Sunset Bay is aptly named. Located on a safe, child-friendly cul-de-sac overlooking the Cape Hatteras National Seashore which offers miles of nature, outrageous sunsets...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
5/23 - 5/30
$2,852  $3,202
$350 off
5/30 - 6/6
$3,592  $3,942
$350 off
6/6 - 6/13
$4,401  $4,751
$350 off
6/13 - 6/20
$5,100  $5,450
$350 off
7/4 - 7/11
$4,961  $5,311
$350 off
8/1 - 8/8
$4,897  $5,247
$350 off
8/8 - 8/15
$4,653  $5,003
$350 off
8/15 - 8/22
$3,694  $4,044
$350 off
8/29 - 9/5
$3,133  $3,483
$350 off
Coastal Smoothie Cafe

At Coastal Smoothie Cafe, we have created a menu and atmosphere that is designed to be as unique as the northern shores of the Outer Banks. Our creations utilize fresh local produce when possible. There is nothing better than local NC strawberries...

Bella Brezza

OCEANFRONT Salvo - Colony Drive - Feel BELLA BREZZA at this bespoke designed beach front home. Parlor in the pool while the ocean waves curl just over the dunes. Take a moment of tranquility on one of the two upper decks to watch the sunrise over...

  • Salvo
  • 5 Bedrooms
  • 5.5 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

Jolly Octopus

Located in Corolla/ 5 Bedrooms/ 4 Full Bathrooms/ 1 Half BathroomYour family will adore this vacation spot offering a sizable fenced grassy lawn with private pool. Unwind in the huge screened porch in the evenings that offers plenty of seating for...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Beach House

OCEANVIEW Buxton - Old Lighthouse Rd. - (Formerly The Playhouse Too) A pleasant short walk to the ocean, BEACH HOME makes your stay on Hatteras Island so much fun! Walk to the most famed surfing break on the east coast, bicycle to the most famed...

  • Buxton
  • 5 Bedrooms
  • 4.5 Bathrooms
Wanchese Marina

Wanchese Marina offer one of the finest fleets of professional charter fishermen, charter booking service, dolphin tours, dive charters, shrimp charters and even crabbing charters. We have both diesel and non-ethanol fuel, a professional fish...

ANCHOR AWEIGH

Let your Vacation begin at “Anchor Aweigh” located in the beautiful Chicahauk neighborhood, including private beach access parking, bike and walking paths and Trinite Park featuring tennis courts, a playground and bocce ball court. This property...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5/30 - 6/6
$2,549  $2,810
$261 off
6/6 - 6/13
$2,954  $3,136
$182 off
6/13 - 6/20
$3,257  $3,462
$205 off
6/20 - 6/27
$3,257  $3,462
$205 off
6/27 - 7/4
$3,560  $3,788
$228 off
7/4 - 7/11
$3,756  $3,788
$32 off
Poke Box

PokeBox offers fresh, quick, simple, healthy poke bowls in Nags Head. Choose your items and build your bowl. Tuna, salmon, chicken, steak, shrimp and tofu options available. Mix in your favorite veggies, sauces and toppings for the perfect poke...

Portside 394-A

Enjoy your Outer Banks beach vacation at Portside, a 4 bedroom, 2 bathroom semi-oceanfront duplex with great views of the water. Only 100 feet to the beach with no roads to cross. This home also has direct access to a community pool (open from 2nd...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 Bathrooms
Firehouse Boil Delivery

DIY Seafood Boil Don’t Just Make Dinner, Make An Experience! We Deliver on the Outer Banks! Same Day Delivery! Make lasting memories by doing something new with friends and family. Why wait in line at a grocery store or restaurant? Our Low...

Dream Gables

OCEANFRONT Avon — Ocean View Dr. — Totally Renovated for 2025! — Feel the peak of contentment at DREAM GABLES, an idyllic six-bedroom/five-bathroom escape where your vacation dreams take flight. Located along Hatteras Island's sun-kissed...

  • Avon
  • 6 Bedrooms
  • 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.