2026 Kill Devil Hills Sailing Tours Guide

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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...

THE CHART HOUSE

Open and airy, The Chart House has everything your family needs for a fun and relaxing beach vacation! Excellent location – just steps from the “Barracuda walkway” direct to the ocean's ebb (a short five minute walk to beach). Watch the...

  • Corolla
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
5/23 - 5/30
$2,438  $2,538
$100 off
6/6 - 6/13
$3,606  $3,777
$171 off
6/27 - 7/4
$4,263  $4,530
$267 off
7/4 - 7/11
$4,502  $4,530
$28 off
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

SALTWATER GOSPEL

Bright, airy, and modern beach home in the perfect location. Beautifully landscaped to provide privacy and relaxation. Enjoy a large pool, spread out on any of several decks (shade or sun - you choose), or go to the beach, just 260 yards away...

  • Duck
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
5/31 - 6/7
$4,189  $4,540
$351 off
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

Carolina Hideaway

Carolina Hideaway feels like your own seaside sanctuary, quiet, warm, and just a few blocks from the soft sands of Kitty Hawk beach. Begin your day with coffee on the Screened Porch, linger over a book as ocean breezes drift in, and gather loved...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 Bathrooms
Black Pelican

Black Pelican oceanfront restaurant is one of the Outer Banks’ premier restaurants serving lunch and dinner daily. Black Pelican is where you can enjoy fresh seafood, steaks, vegetarian dishes, sandwiches and some of the barrier island’s...

Sun King FS-124

Sun King is a thoughtfully appointed 8-bedroom vacation rental home in the heart of the Town of Duck. Found within the renowned, ocean-to-sound community of Four Seasons, you’re sure to find everything you need for an ideal Outer Banks family...

  • Duck
  • 8 Bedrooms
  • 7 Bathrooms
Basnight's Lone Cedar Cafe

Enjoy Waterfront Dining at Basnight's Lone Cedar Café where we specialize in fresh and local Outer Banks seafood. If you’re craving the freshest fish, clams, crab, shrimp and oysters from local North Carolina waters, you’ll find...

THE DEEP END

A contemporary version of the Old Nags Head style cottages. 3,200 square feet of living area with beautiful wood trim and 1,800 square feet of covered/screened/sun porches with built in benches and hot tub. 165 yards to beach access.Level 1:Covered...

  • Southern Shores
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
4/24 - 5/1
$1,338  $1,564
$226 off
5/8 - 5/15
$1,465  $1,723
$258 off
5/15 - 5/22
$1,659  $1,723
$64 off
6/5 - 6/12
$2,972  $3,169
$197 off
6/12 - 6/19
$3,388  $3,604
$216 off
6/19 - 6/26
$3,388  $3,604
$216 off
6/26 - 7/3
$3,523  $3,749
$226 off
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

Miss Ro & Luke WHL-150

This beautiful oceanside vacation home in Corolla has it all! With 5 bedrooms and 4 baths, there's plenty of room for everyone at Miss Ro & Luke. Impeccably maintained and furnished, Miss Ro and Luke is a true Outer Banks retreat full of...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
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...

378 | Albright Cottage

Cozy and comfortable, this single-story, pet friendly home is just steps away from the beach via direct boardwalk. Located at the end of a quiet neighborhood cul-de-sac, you will enjoy your privacy lounging on the outdoor front deck & rear sun...

  • Southern Shores
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6

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...