2026 Nags Head Sailing Tours Guide

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Wild Horse Adventure Tours

Wild Horse Adventure Tours has been voted the #1 tour company in the USA by TripAdvisor. Feel the ocean breeze and taste the salty beach air as you cruise the Outer Banks beaches in our exclusive OPEN AIR, 13-passenger Hummers with one of...

Regency Condo Unit 2

Amazing Panoramic Ocean Views From The Dune Deck And Gazebo It's the oceanfront vacation you've always wanted! Can't stay a full week? Enjoy flexible stay dates (3 night minimum) at this lovely updated first floor condo with two bedrooms, two...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 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...

Beach Blessing WHL-1045

Enjoy ocean views and a short walk to the beach at Beach Blessing, a gorgeous oceanside home in Corolla ready to host your family’s next Outer Banks getaway! Take in the ocean breezes from three levels of decks, take a dip in the private 14x28...

  • Corolla
  • 5 Bedrooms
  • 3.5 Bathrooms
5/10 - 5/17
$2,478  $2,678
$200 off
5/17 - 5/24
$3,757  $3,957
$200 off
5/24 - 5/31
$3,750  $3,950
$200 off
5/31 - 6/7
$4,204  $4,404
$200 off
8/23 - 8/30
$4,558  $4,758
$200 off
Surf Side Hotel

Our oceanfront hotel rooms in Nags Head, North Carolina provide the absolute best views of the Atlantic Ocean! In addition to the gorgeous view, we also offer a great selection of amenities to our guests, including hot tubs, indoor and outdoor...

Sea Star VICT-3

This affordable six bedroom, two and half bath, semi oceanfront home at milepost 18.5 is a perfect spot for some lazy vacation days. Take the community walkway over the dunes for spectacular sunrise views and easy beach access. Relax in the hot tub...

  • Nags Head
  • 6 Bedrooms
  • 3 Bathrooms
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

765 | Never Never Land -

Beautiful décor, comfortable furnishings, and an extensive amenity package ensure a grand time when vacationing at Never Never Land, a recently updated Oceanfront home located in South Nags Head. Bright, beachy, spectacular Ocean Views, Private...

  • Nags Head
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
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...

7016 - Caribbean Queen

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds!  Please note, this home has been recently moved back from the waters edge, but is still just a very short walk to the...

  • Rodanthe
  • 6 Bedrooms
  • 6 Bathrooms
Kitty Hawk Kites

Looking to fly a kite on the beach or atop the spectacular dunes of Jockey’s Ridge State Park? Kitty Hawk Kites offers the largest selection of kites, wind art, flags, games, and toys on the Outer Banks, with experts on staff to get you flying...

Knot Home

Pets allowed starting 2026! Knot Home is a premier 16-bedroom oceanfront estate designed for large gatherings, located in the exclusive Pine Island Club Community of Corolla. The property hosts an extensive resort-style outdoor area, including a...

  • Corolla
  • 16 Bedrooms
  • 17.5 Bathrooms
The Cotton Gin

For those traveling to the Outer Banks, The Cotton Gin is a beloved landmark with its large windmill and picturesque gardens. The Cotton Gin has stood in the same location since 1929, starting as a working cotton gin and growing to a gift store with...

VERANDAH BREEZE

Overview The leisurely rhythm of a bygone era floats on coastal breezes to slow the breakneck pace of everyday life at Verandah Breeze. Guests are treated to abundant entertainment features, private bedroom suites, and delightful...

  • Duck
  • 8 Bedrooms
  • 8.5 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...