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...

434 | COVA Cottage

6/9/26: Beach Nourishment has been completed in this area. Come and enjoy the refreshed beach! All are sure to enjoy spending time at this spectacular Nags Head vacation home. The COVA Cottage is beautifully decorated, spacious, very well equipped...

  • Nags Head
  • 5 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 10
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

6344 - Ocean Breeze

Always Included, complimentary linens and made beds! NEW FOR 2025: New roof and siding. Discover the simple pleasures in life at Ocean Breeze! This South Nags Head home has everything you need for...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Lost Treasure Golf

The noted explorer, archaeologist, anthropologist, paleontologist, and part-time plumbing contractor from the University of Chicago, Professor Duffer A. Hacker, led two expeditions to the outer banks in the late 1920’s. The purpose of these...

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
8/8 - 8/15
$3,323  $3,813
$490 off
8/15 - 8/22
$3,025  $3,415
$390 off
8/22 - 8/29
$2,750  $3,139
$389 off
8/29 - 9/5
$2,427  $2,741
$314 off
9/5 - 9/12
$2,339  $2,538
$199 off
The Christmas Shop

Discover gifts, garlands and glittering lights galore. Looking for a trinket for someone who has everything? Choose ornaments for every hobby, occupation, occasion or enthusiast; from the fisherman or Disney lover; dancer or photographer. Throughout...

Stella Maris

OCEANFRONT Avon – Since ancient times, mariners have relied on the steadfast Stella Maris — the North Star — to guide them on their seafaring journeys. In much the same way, STELLA MARIS, a five-bedroom/four-bath home perched on the...

  • Avon
  • 5 Bedrooms
  • 4 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...

Bright Dreams Ahead

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Tucked into a peaceful cul-de-sac at the south end of Duck, Bright Dreams Ahead blends modern upgrades with a laid-back coastal setting. Live oaks line...

  • Duck
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
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...

ONE PARTICULAR HARBOUR

Relaxation is the sole purpose of “One Particular Harbour.” This beautiful, canalfront, one level ranch style rental cottage, located in the tree-lined Chicahauk area in the Town of Southern Shores, is perfect for peace and solitude. Enjoy...

  • Southern Shores
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
7/26 - 8/2
$4,927  $5,696
$769 off
Sound Feet Shoes

Sound Feet Shoes is family owned and operated. Sound Feet has been in the retail shoe business for over 72 years, opening their first store in 1953. They provide the best customer service and are the only Outer Banks’ area full service shoe...

PARADISE FOUND

Views Galore!  A beach getaway right on the beach!  Come relax and see, hear and enjoy the beach throughout this 2nd floor condo - spacious & well appointed, enjoy your morning coffee and evening cocktail on the balcony overlooking the...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
7/18 - 7/25
$2,023  $2,464
$441 off
8/1 - 8/8
$2,066  $2,464
$398 off
8/8 - 8/15
$1,962  $2,225
$263 off
8/15 - 8/22
$1,888  $2,211
$323 off
8/29 - 9/5
$1,584  $1,769
$185 off
9/5 - 9/12
$1,463  $1,573
$110 off
9/19 - 9/26
$1,372  $1,482
$110 off
9/26 - 10/3
$1,372  $1,482
$110 off
10/3 - 10/10
$1,366  $1,482
$116 off
10/10 - 10/17
$1,372  $1,482
$110 off
10/17 - 10/24
$1,281  $1,381
$100 off
10/24 - 10/31
$1,281  $1,381
$100 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.