2026 Nags Head Sailing Tours Guide

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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...

K7302 Driftwood Den 4 Bedroom Home at Th...

Welcome to Driftwood Den at The Tides Oceanfront Community by KEES Vacations! New for 2026: Village Beach Club and Westside Athletic Club included with your stay! At The Tides, you can indulge in a unique vacation experience like no other, destined...

  • Kill Devil Hills
  • 4 Bedrooms
  • 5 Bathrooms
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...

Sandy Toes

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.No problem spending all your time on the beach at ‘Sandy Toes’ with sandy toes. This appealing property has a great location (semi-oceanfront) with...

  • Kill Devil Hills
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
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...

026 | Sea Blessings

Sea Blessings is a comfortable Beach Cottage conveniently located in Kitty Hawk that offers a short walk to the Ocean. Traditional in both design and decor, this cottage is tucked within a stand of lovely Live Oak trees that provide shade and...

  • Kitty Hawk
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 9
6/7 - 6/13
$1,395  $1,695
$300 off
6/14 - 6/20
$1,895  $2,195
$300 off
6/21 - 6/27
$1,895  $2,195
$300 off
7/5 - 7/11
$1,895  $2,195
$300 off
7/12 - 7/18
$1,895  $2,195
$300 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...

Celtic Tides

Located in Corolla / 6 Bedrooms / 6 Full Bathrooms / 1 Half BathroomPacked with amenities, your family will adore this unique vacation home in the Corolla Light Resort Community. Offering a huge pool that will accommodate the whole family even on...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

BEYOND SIMPLICITY

Located one mile from the Village of Duck. Guests are just a few steps from the community tennis courts and pool. Enjoy crabbing/sunset on the (gated) sound side, or take a short walk to the ocean. After a day of fun in the sun, take a short walk on...

  • Duck
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
5/3 - 5/10
$1,864  $2,251
$387 off
5/10 - 5/17
$1,959  $2,251
$292 off
5/17 - 5/24
$1,896  $2,251
$355 off
7/5 - 7/12
$3,955  $4,501
$546 off
7/19 - 7/26
$4,124  $4,501
$377 off
8/2 - 8/9
$4,051  $4,501
$450 off
8/9 - 8/16
$3,772  $4,030
$258 off
8/16 - 8/23
$3,051  $3,327
$276 off
8/23 - 8/30
$2,868  $3,124
$256 off
8/30 - 9/6
$2,516  $2,733
$217 off
9/6 - 9/13
$2,340  $2,537
$197 off
9/13 - 9/20
$2,073  $2,251
$178 off
9/20 - 9/27
$2,073  $2,251
$178 off
9/27 - 10/4
$2,073  $2,251
$178 off
Corolla Wild Horse Tours

Corolla Wild Horse Tours knowledgeable guides will ensure you and your family have a great wild horse tour! Along the way the guides will stop and point out interesting sites and local history and details of the Corolla Wild Horses history. Be sure...

TRIPLE PLAY

Triple Play is located on a cul-de-sac in a gated community. It’s only a short walk to the beach access (350 yards) and tennis. Golf and shopping are located across from the Spindrift subdivision at The Currituck Club.Level 1:Recreation room with...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
4/19 - 4/26
$2,033  $2,513
$480 off
4/26 - 5/3
$2,033  $2,513
$480 off
5/3 - 5/10
$2,569  $3,078
$509 off
5/10 - 5/17
$2,642  $3,078
$436 off
5/17 - 5/24
$2,824  $3,078
$254 off
5/24 - 5/31
$3,169  $3,452
$283 off
5/31 - 6/7
$4,308  $4,698
$390 off
6/14 - 6/21
$5,458  $5,712
$254 off
6/28 - 7/5
$5,914  $6,277
$363 off
KEES Vacations

KEES Vacations offers the best Outer Banks rentals for family vacations, romantic weekend getaways and groups of all sizes looking for the perfect OBX rental for their stay. When booking with KEES Vacations, travelers can expect excellence in...

751 | The Slightly Salty

The Slightly Salty offers wonderful water views all around. A nature lovers dream & perfect for Kayaking, Paddle Boarding, Boating, Fishing, Jet Skiers, & more! Beautifully appointed interior along w/ a Private Swimming Pool, Hot Tub...

  • Nags Head
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
5/30 - 6/5
$2,895  $3,195
$300 off
6/20 - 6/26
$4,395  $4,795
$400 off
6/27 - 7/3
$4,495  $4,995
$500 off
7/4 - 7/10
$4,495  $4,995
$500 off
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.