2026 Nags Head Sailing Tours Guide

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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...

Tradewinds South 621

If you're looking for an ideal spot for your next family vacation, your search is over. Welcome to Tradewinds South!This extraordinary home features a private pool, hot tub, and game room with a pool table for your family to enjoy. Wake up to the...

  • Nags Head
  • 5 Bedrooms
  • 6 Bathrooms
5/2 - 5/9
$3,760  $4,160
$400 off
5/9 - 5/16
$3,954  $4,354
$400 off
5/16 - 5/23
$4,975  $5,375
$400 off
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

High Cotton

Come and relax in a homelike atmosphere with Great Ocean Views! From rosy dawns breaking across the Atlantic horizon to red-gold sunsets, your days will be filled with recreation and relaxation in whatever proportions you like. Dining, shopping, and...

  • Nags Head
  • 6 Bedrooms
  • 6 Bathrooms
Outer Banks Mall

Outer Banks Mall is a large outdoor shopping center featuring everything you need for sun, fun and shopping. Located at MP 14 in Nags Head, the large shopping center features a wide variety of food & beverage providers; everything from breakfast...

EVERYBODY DUCK

Overview Just three lots from the Atlantic with quick and easy access to the beach, this Outer Banks home in ocean blue tones is the perfect place to spend your vacation. Situated on a high dune, magnificent ocean and sound views are at...

  • Duck
  • 8 Bedrooms
  • 6.5 Bathrooms
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

Resting Hearts

**A 4x4 Vehicle is required to access this home; there are no paved roads in Carova. This home is located 7.4 miles from the 4-wheel drive access on-ramp. ** New for 2026: 10ft solid wood table New tile throughout the 3rd-floor master bathroom and...

  • Carova
  • 7 Bedrooms
  • 5 Bathrooms
Sundogs

Sundogs is a happening spot open year round in Corolla. Along with good food, they feature a nightlife that includes live music, karaoke and a DJ dance party. They have a full bar and a menu suited to a host of tastes. Starters include nachos, crab...

880 | Nexta Sea

Outstanding ocean views, bright décor w/nautical themes, Nexta Sea is a lovely home that is nicely decorated, very well-equipped and offers a well-furnished sun deck all located just steps from the beach. Your family will be thrilled with the...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
6/14 - 6/20
$3,995  $4,595
$600 off
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...

Giu La Spiaggia

The Name "Giu La Spiaggia" Translating from Italian to "Down the Beach" Is As Beautiful As This Home! "Giu La Spiaggia" is about 1000' from the ocean waves and even features a nice, screened-in porch with furniture to enjoy the weather without...

  • Nags Head
  • 4 Bedrooms
  • 2 Bathrooms
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...

THE HAPPY CLAM

The perfect home for a memorable family vacation! The Happy Clam is located in a quiet and peaceful setting shaded by natural pine and oak trees. Just a short walk (200 yards) to beach access, the home is also within two easy miles of shopping and...

  • Southern Shores
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
5/24 - 5/31
$2,709  $3,097
$388 off
6/21 - 6/28
$4,005  $4,394
$389 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.