2026 Nags Head Sailing Tours Guide

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Jimmy's Seafood Buffet

Home of the Crab Leg & Lobster Buffet for 26! years! Jimmy’s Seafood Buffet is a great stop for an all you can eat affordable dinner extravaganza. The buffet offers over 100 different items. It even serves Jumbo Alaskan crab legs and Jumbo...

WINDWARD WATCH

Enjoy beautiful ocean views from this family-friendly, semi-oceanfront home in Schooner Ridge. In the heart of Duck Village, Schooner Ridge offers three community pools, a fitness center, tennis, playground and more.Level 1:2 bedrooms (1 with King...

  • Duck
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 12
2/8 - 2/15
$3,212  $3,530
$318 off
2/15 - 2/22
$3,212  $3,530
$318 off
2/22 - 3/1
$3,212  $3,530
$318 off
3/1 - 3/8
$3,212  $3,530
$318 off
3/8 - 3/15
$3,212  $3,530
$318 off
3/15 - 3/22
$3,212  $3,530
$318 off
3/22 - 3/29
$3,212  $3,530
$318 off
3/29 - 4/5
$3,362  $3,681
$319 off
SugarLand

SugarLand OBX, nestled in the Outer Banks, is a whimsical candy store offering a colorful world of sweets, treats, and nostalgic experiences. It blends modern innovation with timeless charm, featuring handcrafted ice cream sundaes, cotton candy, and...

A Wrighteous Time

Enjoy “Wrighteous” views of the Wright Brothers Memorial and partial ocean views from the sun room! Bring your family to enjoy this beautifully decorated and centrally located vacation property. Outstanding furnishings and gorgeous bamboo...

  • Kill Devil Hills
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
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...

Beach Music EE-100

Escape to Beach Music, your perfect coastal retreat in the heart of Nags Head! This charming vacation home offers beautiful horizon views of the ocean and is conveniently located just 1,000 feet from the sandy shores. Enjoy easy access to the beach...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
4/9 - 4/16
$3,739  $3,839
$100 off
4/21 - 4/28
$3,636  $3,736
$100 off
4/27 - 5/4
$3,196  $3,296
$100 off
5/5 - 5/12
$3,346  $3,446
$100 off
5/29 - 6/5
$4,514  $4,614
$100 off
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...

A SHORE DELIGHT

“A Shore Delight” is the ideal vacation spot - lots of space, sits on a high corner lot providing gorgeous ocean views on every level, lovely décor, less than 500 feet to beach access.Level 1:Recreation room with pool table, flat screen TV...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
2/7 - 2/14
$2,162  $2,762
$600 off
2/14 - 2/21
$2,162  $2,762
$600 off
2/21 - 2/28
$2,162  $2,762
$600 off
2/28 - 3/7
$2,162  $2,762
$600 off
3/7 - 3/14
$2,162  $2,762
$600 off
3/14 - 3/21
$2,162  $2,762
$600 off
3/21 - 3/28
$2,162  $2,762
$600 off
3/28 - 4/4
$2,467  $2,912
$445 off
American Pie

Discover the best homemade ice cream and authentic made-from-scratch New York Style pizza the Outer Banks has to offer at American Pie in Kill Devil Hills. An Outer Banks favorite for lunch, dinner or a delicious scoop of scrumptious ice cream after...

THE CAROLINIAN

Overview The Carolinian, an exquisite beachfront estate, scores high marks for creating a blend of contemporary living and relaxing comfort. A thoughtful floor plan, stylish furnishings, and a host of amenities combine to create...

  • Nags Head
  • 8 Bedrooms
  • 8.5 Bathrooms
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...

886 | Ferebee Cottage

New Listing on 1/23/26: OCEANFRONT-PRIVATE SWIMMING POOL!This beautiful beach home combines Outer Banks history and modern amenities into one package that your family is sure to love. Located in the heart of Kill Devil Hills on the Oceanfront the...

  • Kill Devil Hills
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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...

Tranquil Waves

OCEANFRONT Waves - Sea Vista Dr. - Let TRANQUIL WAVES sweep your worries away and dive into effortless vacation bliss! This five-bedroom, three-and-a-half-bath heaven is your ticket to relaxation, entertainment, and a treasure trove of memories...

  • Waves
  • 5 Bedrooms
  • 3.5 Bathrooms

Kitty Hawk Kites’ Whalebone Watersports Center is your one-stop shop for Outer Banks water adventures. Located on the Nags Head-Manteo Causeway right on Roanoke Sound, this location offers it all – dolphin watching cruises with a marine...