2026 Nags Head Sailing Guide

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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...

Sandy Paws

Located in Corolla / 5 Bedrooms / 4 Full Bathrooms / 1 Half BathroomSandy Paws, FKA, "Finally", is the ideal Outer Banks vacation spot for you and your family! Packed with amenities, you will appreciate the family friendly resort of Corolla...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
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...

701 | Endless Summer

Endless Summer is an exceptional Oceanfront home that features endless ocean views and upscale furnishings throughout. The large oceanfront windows on the top-level bring the magnificent Atlantic views right to the living, dining, and kitchen area...

  • Nags Head
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
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...

ABSOLUTE PARADISE

1,950 square foot, well-maintained vacation home with good ocean view in quiet, low-traffic area. 105 yards to beach access, less than a 3 minute walk! This home is gorgeous and every detail has been tended to - all you have to do is relax and...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
9/11 - 9/18
$2,174  $2,571
$397 off
9/18 - 9/25
$2,143  $2,571
$428 off
9/25 - 10/2
$2,047  $2,433
$386 off
10/2 - 10/9
$2,133  $2,433
$300 off
10/9 - 10/16
$2,133  $2,433
$300 off
10/16 - 10/23
$1,900  $2,100
$200 off
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

GST-P2 | Golden Strand Condo P2

This Oceanfront South-End, Corner Unit is spacious, comfortable, & nicely decorated features Outstanding Ocean & Beach Views, Large Gated Community Pool & Kiddie Pool, Elevator, Luggage Carts, Gated Playground, & Picnic Area...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

C108 - 4 Shore 108

Always Included, complimentary linens and made beds! Soundfront living at it's finest awaits you and your family at 4 Shore! This Landings at Sugar Creek Condo is located at MP16 in Nags Head...

  • Nags Head
  • 2 Bedrooms
  • 2.5 Bathrooms
Beach Realty and Construction

Over 450 Outer Banks vacation rentals with amenities such as private pools, hot tubs, elevators, keyless entry, 1 - 9 bedrooms, Oceanfront to Soundfront, 4x4 Carova...

Finally Here

NEW TO BRINDLEY BEACH FOR 2026! Located in Corolla / 7 Bedrooms / 6 Full Bathrooms / 1 Half BathroomAccessible by 4 x 4 car only! You are "Finally Here"! Adventure awaits at this off road escape, ideally positioned on the northern beaches of the...

  • Corolla
  • 7 Bedrooms
  • 6 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Sea Bright

Upgrades for 2026 include landscaping and pool restoration.Located in Corolla / 6 Bedrooms / 6 Full Bathrooms / 2 Half BathroomsSea Bright is nearly Oceanfront! With oceanfront vistas, this unique “flag” property offers private, direct beach...

  • Corolla
  • 6 Bedrooms
  • 6 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.