2026 Nags Head Sailing Tours Guide

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Sun Realty

Sun Realty offers the Best Selection of Vacation Rentals on the Outer Banks. Our large selection of Outer Banks rentals means you can choose from a wide range of amenities, including private swimming pools, hot tubs, theater rooms, game rooms, pet...

KNOCK ON WOOD

Location, location . . . directly across from the beach access with terrific ocean views. This lovely cottage has a unique decor that combines antique and contemporary touches.Level 1:Living room with gas fireplace, flat screen TV and hardwood...

  • Duck
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
5/29 - 6/5
$2,129  $2,666
$537 off
7/10 - 7/17
$3,173  $3,491
$318 off
8/21 - 8/28
$2,265  $2,455
$190 off
9/4 - 9/11
$1,921  $2,006
$85 off
9/11 - 9/18
$1,703  $1,770
$67 off
9/18 - 9/25
$1,713  $1,770
$57 off
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...

Rising Sun

OCEANFRONT Salvo - Hattie Creef Discover enchanting beach days and handsome ocean sunrises, while surrounded by opulent amenities worthy of any five-star resort, with a stay at RISING SUN. Begin a busy beach morning with a walk to the ocean, or with...

  • Salvo
  • 10 Bedrooms
  • 11 Bathrooms
Pirates Island at Corolla Light Town Center

Check out Corolla's newest 5-star attraction! Pirate-Themed 18-Hole Minature Golf Course and Arcade with waterfalls, a pirate ship, caves, skulls, and more! So much fun for the whole family! Come...

5586 - Gabe and Abe's Ocean Breeze

Always Included, complimentary linens and made beds! Gabe and Abe's Ocean Breeze is a charming 4-bedroom, 2-bathroom Outer Banks vacation rental located in Nags Head. This cozy oceanside retreat...

  • Nags Head
  • 4 Bedrooms
  • 4 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...

Sea Lady

SEMI-OCEANFRONT Avon — Greenwood Pl. — Mermaids may be a thing of myth, but this genteel SEA LADY has a magical way of turning your vacation fantasies into real memories. Located on a peaceful street just 100 feet away from the beach-bound...

  • Avon
  • 4 Bedrooms
  • 2.5 Bathrooms
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...

ATLANTIC BREEZES SOUTH

We've added over 1,000 square feet of synthetic decking with an outdoor shower stall and a foot shower! One of the original 'flat-tops' in Southern Shores - this airy, bright duplex is across the street from the beach access (15 yards), and has the...

  • Southern Shores
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
6/13 - 6/20
$1,562  $1,759
$197 off
8/1 - 8/8
$1,758  $1,904
$146 off
8/22 - 8/29
$1,376  $1,397
$21 off
9/5 - 9/12
$1,179  $1,252
$73 off
Coastal Home OBX

Distinctive, Authentic, Affordable Coastal Furniture & Design. Beach Living Furniture Line • Largest In-Stock Furniture Warehouse on the OBX • Professional Design Services. Transform your home—visit our showroom in Kill Devil...

WILLOWS HOUSE

Willow's House on the Outer Banks is located in the Nantucket Community in Duck. The Nantucket community offers an indoor community pool, tennis court, the best sound access in Duck, soundfront gazebo and pier that allow you to easily crab, fish...

  • Duck
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
5/30 - 6/6
$1,315  $1,603
$288 off
6/27 - 7/4
$1,817  $2,045
$228 off
7/11 - 7/18
$1,806  $2,045
$239 off
7/25 - 8/1
$1,726  $2,045
$319 off
8/1 - 8/8
$1,726  $2,045
$319 off
8/8 - 8/15
$1,523  $1,791
$268 off
8/15 - 8/22
$1,471  $1,726
$255 off
8/29 - 9/5
$1,222  $1,328
$106 off
9/5 - 9/12
$1,128  $1,248
$120 off
9/12 - 9/19
$1,037  $1,157
$120 off
9/19 - 9/26
$1,069  $1,157
$88 off
9/26 - 10/3
$1,081  $1,157
$76 off
10/3 - 10/10
$1,077  $1,157
$80 off
10/10 - 10/17
$1,077  $1,157
$80 off
10/17 - 10/24
$1,077  $1,157
$80 off
10/24 - 10/31
$1,077  $1,157
$80 off
11/7 - 11/14
$927  $1,006
$79 off
11/14 - 11/21
$927  $1,006
$79 off
11/21 - 11/28
$984  $1,006
$22 off
12/26 - 1/2
$995  $1,006
$11 off
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...

Admiral's Legacy CD-105

Escape to the pleasures of Admiral’s Legacy! This well-furnished oceanfront vacation rental provides magnificent sunrise, ocean, and dusk views. Admiral's Legacy features cathedral ceilings, a spacious living area, a well-equipped kitchen, a...

  • Duck
  • 3 Bedrooms
  • 2.5 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...