2026 Nags Head Sailing Tours Guide

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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...

Sea Monkey

OCEANFRONT Salvo — S. Sunrise Ct. — Perched on pristine, protected shoreline with vistas that go on forever in any direction, the 5,200 sq. ft. SEA MONKEY is the type of vacation home that captures the imagination as well as the memories...

  • Salvo
  • 7 Bedrooms
  • 8 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...

1861 - Into the Mystic

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Welcome to Into the Mystic, a beautiful oceanfront retreat located in the charming neighborhood of Ocean Sands in...

  • Corolla
  • 6 Bedrooms
  • 6 Bathrooms
Mike Dianna's Grill Room

Welcome to Mike Dianna's Grill Room, home to the finest seafood, USDA prime beef, amazing live entertainment and more! Come have brunch or dinner with us in Corolla on the beautiful Outer Banks. Celebrating over 20 years in the Timbuck II Shopping...

705 | Pier Watch

Watch the comings & goings of the Outer Banks Pier next door from total oceanfront luxury (pier passes provided). High atop a dune w/ stunning views of the Atlantic to the east & beautiful sunset views of the Roanoke Sound & National...

  • Nags Head
  • 6 Bedrooms
  • 7.5 Bathrooms
  • Sleeps 12
Salt Coast Outfitters

We offer one of a kind SALT COAST OUTFITTERS brand name tees, long sleeves, performance gear, Yeti tumblers, caps, eyeglasses, and more! Browse the fullest collection of coastal lifestyle clothing on the beach. Featuring a sizable selection of brand...

WBC Whalebone Oceanfront 3 Bedroom Cotta...

Welcome to Whalebone Ocean Cottages- 3 Bedroom Oceanfront Cottage! Located in south Nags Head at milepost 16.5, this contemporary 3-bedroom oceanside cottage is sure to please; with 2 Queen bedrooms and a bedroom with a Twin over Full bunk bed for...

  • Nags Head
  • 3 Bedrooms
  • 4 Bathrooms
Harbor Star Dolphin Tours at Wanchese Marina

The Harbor Star's Wild Dolphin Tours depart three times daily plus a Sunset Cruise (weather permitting) This 2 hour cruise includes an entertaining tour and an opportunity to spot wild dolphins aboard the all new 40-foot Pontoon boat. Tickets must...

Pier Reflection KSD-3

Welcome to Pier Reflection, formerly known as Sandcastle II. This lovely oceanfront home offers great ocean views and easy access to the beloved Avon Fishing Pier, affectionately known as America’s Pier. Conveniently located to many restaurants as...

  • Avon
  • 4 Bedrooms
  • 3.5 Bathrooms
Kitty Hawk Surf Co.

Experience more adventure, fun, and style with Kitty Hawk Surf Company. As the trusted Outer Banks retailer for all top surf and lifestyle brands, including, Hurley, Billabong, RVCA, The North Face, Patagonia, Salt Life, Salty Crew, Volcom...

BAUGH

BAUGH is a 4 bedroom, 2 ½ bath vacation home with an open floor plan, giving you a spacious living and dining room, and a large, open kitchen equipped with dishwasher, microwave, toaster oven, and breakfast table plus the bedrooms all on one...

  • Southern Shores
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
Jumpmasters OBX

Now with Axe Throwing! Jumpmasters OBX is the ultimate trampoline park on the Outer Banks with attractions the entire family will enjoy. From open jump trampolines to the dodgeball court, 3-D climbing wall, a foam pit, an epic ninja obstacle course...

5576 - Tis the SeaSun

Always Included, complimentary linens and made beds! Tis the SeaSun for a Nags Head vacation! Situated right on the oceanfront in Nags Head, this Outer Banks rental offers breathtaking, unobstructed...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
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.