2026 Nags Head Sailing Tours Guide

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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...

1411 - Keep'N it Reel

 Always Included, complimentary linens and made beds! Keep'N it Reel has everything you need for the perfect Outer Banks vacation! Located in Corolla, Keep'N it Reel is a 5 bedroom, 5.5 bathroom...

  • Corolla
  • 5 Bedrooms
  • 5.5 Bathrooms
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

Barefootn'

SEMI-OCEANFRONT Avon - Oceanview Drive - Ready to go BAREFOOTN'? Then it's time for some fun at this beach home just across the street from the beach. Ground level amenities include carport, dry entry, outdoor shower, fish cleaning table, charcoal...

  • Avon
  • 4 Bedrooms
  • 3.5 Bathrooms
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...

Sounds Terrific!

SOUNDFRONT Salvo - Otter Way - The impressive soundfront surroundings of this home will have you saying, "SOUNDS TERRIFIC"! Watersports enthusiasts will savor convenient access to some of the island’s best windsurfing and kiteboarding, and others...

  • Salvo
  • 8 Bedrooms
  • 9.5 Bathrooms
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

PELICANS NEST SOUNDSIDE

“Pelican’s Nest Soundside” is a peaceful waterfront retreat tucked away on the quiet and scenic soundside of Duck, North Carolina. This inviting 3-bedroom soundfront vacation home offers stunning Currituck Sound views, a private dock, and a...

  • Duck
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 6
4/26 - 5/3
$1,379  $1,489
$110 off
5/3 - 5/10
$1,503  $1,627
$124 off
5/24 - 5/31
$1,842  $1,993
$151 off
5/31 - 6/7
$2,331  $2,537
$206 off
6/7 - 6/14
$2,579  $2,812
$233 off
6/14 - 6/21
$2,702  $2,950
$248 off
7/19 - 7/26
$2,950  $3,225
$275 off
7/26 - 8/2
$2,950  $3,225
$275 off
8/2 - 8/9
$2,950  $3,225
$275 off
8/9 - 8/16
$2,643  $2,674
$31 off
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...

4667 - Cape Dreams

Always Included, complimentary linens and made beds! New Cabana Service for 2025!  Luxurious Oceanfront Estate designed in the style of the grand ole Nags Head cottages. This lavish estate situated...

  • Southern Shores
  • 7 Bedrooms
  • 8 Bathrooms
Gray's

Gray’s Outer Banks Lifestyle Clothing Company offers the absolute best in Outer Banks T-shirts and Sweatshirts including Champion, Under Armour with "Outer Banks” and Gear! We carry quality fashions and accessories for the whole family...

TEN TAN TOES

Overview Arrive, unpack, and instantly unwind at Ten Tan Toes. Guests are welcomed by a thoughtful floor plan and popular amenities to enjoy throughout their stay. This beautiful home is professionally decorated with distinctive coastal...

  • Corolla
  • 5 Bedrooms
  • 6.5 Bathrooms
Surf or Sound Realty

Surf or Sound Realty invites you to explore our collection of over 600 premier vacation rental homes on Hatteras Island, featuring the largest selection of oceanfront accommodations. Nestled within the breathtaking Cape Hatteras National Seashore...

357 | First Flight

First Flight is an outstanding, Custom-Built vacation home ideally situated in Nags Head that offers an Elevator and every feature necessary for a terrific Outer Banks Vacation! Located within close proximity of the Beach (100 ft. to Curlew Street...

  • Nags Head
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
6/6 - 6/12
$5,995  $6,895
$900 off
6/13 - 6/19
$6,895  $7,595
$700 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.