2026 Kill Devil Hills Sailing Tours 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...

Serenity on the Beach

Located in Corolla/ 5 Bedrooms/ 3 Full BathroomsUnwind in this attractively furnished home located in a high private setting. This home has ocean vistas throughout with painless beach access, while offering many choices of relaxation from sunbathing...

  • Corolla
  • 5 Bedrooms
  • 3 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...

Blue Wahoo

SEMI-OCEANFRONT Waves — Sea Isle Hills Dr. — Formerly Grateful Waves — Freshly Renovated for 2026! — Reel in the relaxation and let BLUE WAHOO wash your worries away! This inviting five-bedroom/four-full and one-half-bath getaway...

  • Waves
  • 5 Bedrooms
  • 4.5 Bathrooms
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...

Twisted Fish

Treat your family to a memorable vacation at ‘Twisted Fish’ and enjoy all the special touches that have made this spectacular vacation property a favorite destination in South Nags Head. Ten bedrooms, multiple King En Suites, an elevator and...

  • Nags Head
  • 10 Bedrooms
  • 7 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear and resort wear. Get all your souvenirs, suntan lotions...

ENDLESS SUMMER

Summer never has to end in this OBX vacation rental. Take a dip in the private pool, unwind in the hot tub, or soak up some sun on the deck. The great room is lighted by warm sunlight streaming through the windows and has tons of seating to gather...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
8/30 - 9/6
$1,919  $2,383
$464 off
9/6 - 9/13
$1,878  $2,216
$338 off
9/13 - 9/20
$1,654  $1,958
$304 off
9/20 - 9/27
$1,654  $1,958
$304 off
9/27 - 10/4
$1,654  $1,958
$304 off
10/4 - 10/11
$1,709  $1,958
$249 off
10/11 - 10/18
$1,730  $1,958
$228 off
10/18 - 10/25
$1,461  $1,618
$157 off
10/25 - 11/1
$1,476  $1,618
$142 off
11/1 - 11/8
$1,326  $1,467
$141 off
11/8 - 11/15
$1,326  $1,467
$141 off
11/15 - 11/22
$1,370  $1,467
$97 off
11/29 - 12/6
$1,419  $1,467
$48 off
12/6 - 12/13
$1,408  $1,467
$59 off
12/13 - 12/20
$1,429  $1,467
$38 off
Henry's Restaurant

Henry's Restaurant offers down home, simple food done Outer Banks style. Henry's Restaurant has been serving the Outer Banks of North Carolina since the summer of 1989. They are pleased to be considered one of the most popular restaurants in Dare...

Always Sunny 361

Imagine a vacation where it’s Always Sunny! This oceanside home will please not only the young ones, but also the young at heart, as it offers something for all ages! Always Sunny boasts a private 8x20 indoor pool that will add countless hours of...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4.5 Bathrooms
Fishing Unlimited Boating Center

Owned by Garry Oliver, the proprietor of the Outer Banks Fishing Pier, this small wooden aqua blue-colored store on the Nags Head-Manteo causeway has been serving the needs of fishermen for decades. A full line of tackle is available for all types...

SEA ESCAPE

A regulation size pool table and wet bar crown the lofted rec room at Sea Escape, a Carolina Designs vacation rental in Duck where six king bedrooms, an elevator, and a sandy volleyball area serve big groups with ease. Downstairs, a second rec...

  • Duck
  • 8 Bedrooms
  • 9 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...

MARITIME LURE

This four bedroom, three bath Outer Banks rental is located in the Circle Drive community of Southern Shores. Maritime Lure sits on a quiet, wooded lot and features a screened porch. The living space in Maritime Lure has large, cathedral ceilings...

  • Southern Shores
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
8/21 - 8/28
$1,404  $1,690
$286 off
8/28 - 9/4
$1,277  $1,516
$239 off
9/4 - 9/11
$1,277  $1,429
$152 off
9/18 - 9/25
$1,186  $1,251
$65 off
9/25 - 10/2
$1,186  $1,251
$65 off
10/2 - 10/9
$1,186  $1,251
$65 off
10/9 - 10/16
$1,186  $1,251
$65 off
10/16 - 10/23
$1,186  $1,251
$65 off
10/23 - 10/30
$1,186  $1,251
$65 off
11/6 - 11/13
$1,036  $1,101
$65 off
11/13 - 11/20
$1,046  $1,101
$55 off

Sail the Outer Banks (formerly Outer Banks Sailing Academy) offers professional sailing instruction operating under the standards of the American Sailing Association. They offer lessons in Kill Devil Hills. The Academy presents an array of classes...