2026 Nags Head Sailing Tours Guide

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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...

Sea Site Heights

SEMI-OCEANFRONT – Resort Rodanthe, Unit 9B – Set your sights on a glorious beach hideaway at SEA SITE HEIGHTS, a two-bedroom/two-bathroom condo with painless access to the sandy shore of the Atlantic Ocean. Ideal for a modest family, this...

  • Rodanthe
  • 2 Bedrooms
  • 2 Bathrooms
Big Buck's Homemade Ice Cream

Serving our customers on the Outer Banks since 1994, Big Buck's ice Cream is dedicated serving you “The Best.” We offer a full line of super-premium ice cream products, smoothies, chocolates, and custom-made ice cream cakes! 2 locations...

5852 - Lega Sea

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! NEW FOR 2026: All new flooring top level. Located on the oceanfront lies Lega Sea! This charming OBX rental home...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Old Man Charters

  Experience the Outer Banks from the water with Old Man Charters, a personalized boat tour company based in the historic fishing village of Wanchese. Departing from a private dock on the southern end of Roanoke Island, Old Man Charters...

The Gettawave 505

Semi-oceanfront and just 50 feet to the beach, this lovely 3 bedroom/2 bathroom vacation home at Milepost 17.5 offers panoramic ocean views from the rooftop deck! Wash away salt and sand in the enclosed outside shower after a long day at the beach...

  • Nags Head
  • 3 Bedrooms
  • 2 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...

K6501 Stowe Away at Stowe on 12

Welcome to Stowe Away by KEES Vacations! Stowe Away is a cozy, recently updated one bedroom getaway located in Hatteras, NC, boasting modern beach decor, an upgraded kitchen, spacious seating, and more! One step inside this condo, and you'll know...

  • Hatteras
  • 1 Bedrooms
  • 1 Bathrooms
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...

435 | A Swell Break

"A Swell Break" is a terrific vacation home centrally located, ocean side, in Kill Devil Hills that provides direct access to the beach & is convenient to local restaurants, shopping venues & area attractions. Once you arrive at the OBX...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
6/13 - 6/19
$2,495  $2,695
$200 off
6/20 - 6/26
$2,595  $2,795
$200 off
6/27 - 7/3
$2,695  $2,995
$300 off
Paradise Dolphin Cruises

With the best views around and the quickest access to dolphins, Paradise Dolphin Cruises is committed to offering you one of the most amazing experiences of your life! Climb aboard the Kokomo, our 40-passenger catarmaran and the area’s newest...

Nautical Nonsense WHL-40

This beautiful home located on the shores of Corolla, North Carolina is the perfect location for your Outer Banks getaway. Nautical Nonsense boasts large extensive decking on both the mid level and the top level overlooking the 14'x32' pool...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

20 Knots

SEMI-SOUNDFRONT Waves - NC Hwy12 - Appreciate private, simple access to the sound directly from the property of this beautiful home located in the heart of Waves, along with a huge, private kite and watersport set-up area. Watersports enthusiasts...

  • 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...