2026 Nags Head Sailing Tours Guide

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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...

Flippin' Sweet

OCEANSIDE Salvo - Colony Drive - FLIPPIN' SWEET is just six tons from the ocean. A crow's nest deck offers handsome vistas of the sound and is a enchanting place to sit and appreciate the sunset. The uncovered decks are on the south-southwest corner...

  • Salvo
  • 3 Bedrooms
  • 2 Bathrooms
Cosmo's Pizzeria Southern Shores

If you're searching for great pizza on the Outer Banks, look no further than Cosmo's Pizzeria at The Marketplace in Southern Shores! We offer authentic New York-style pizza made fresh and just the way you like, using only the highest quality...

Key to Paradise

Key to Paradise has excellent ocean views and easy beach access. 3 Houses back from ocean. Walk to shops, restaurants and area amenities. Enjoy "Island Time" at Key to Paradise! Amenities include Smart TVs, 2 DVD Players, DVD Library, convenient...

  • Kitty Hawk
  • 4 Bedrooms
  • 3 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...

Summer Breeze

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.With everything that you can imagine, Summer Breeze is truly a dream property. Featuring nine bedrooms (seven masters), and an Elevator! You can also...

  • Corolla
  • 9 Bedrooms
  • 8 Bathrooms
  • Sleeps 22
Nags Head Dolphin Watch

Scientists run these dolphin tours as part of their research on these beloved aquatic animals, so you know this will be an interesting trip. Passengers will be able to see how researchers with the Outer Banks Center for Dolphin Research, a nonprofit...

On The Edge

New for 2027! Get ready to live life On the Edge — the edge of the Atlantic, that is! This updated 4-bedroom oceanfront home in Kill Devil Hills pairs sweeping panoramic ocean views with an unbeatable location for your next Outer Banks...

  • Kill Devil Hills
  • 4 Bedrooms
  • 2 Bathrooms
Donutz on a Stick

Stay, Play and Eat- Donuts, Ice Cream & Coffee Treats! Located on the Duck Boardwalk, behind Dockside Seafood, this breakfast & Dessert-Shop features treats you've never tasted before! Try the hot, made to order, donutz...

Leif VICT-1

Leif is a wonderful oceanside home in South Nags Head, one of the widest, most beautiful beaches on the Outer Banks. Enjoy the carefree tranquility in the private Viking Court community, ideally situated for family gatherings!A large, east-facing...

  • Nags Head
  • 4 Bedrooms
  • 1.5 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...

382 | Journey's End

Journey's End is a modern Oceanfront home constructed in the traditional Old Nags Head architectural style. Boasting lovely décor, hardwood floors throughout, tongue and groove Juniper walls, 10 Ft. ceilings on the main level, 9 Ft. ceilings on...

  • Nags Head
  • 7 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 14
Awful Arthur's Oyster Bar

Welcome to the home of the happy oyster where for over 40 years the oyster has been our world. The Outer Banks only authentic oyster bar is the place to enjoy sensational fare from the sea washed down with your favorite brew or cocktail. We serve by...

Sea the Stars LG-4

A perfect blend of modern comfort and décor with classic Outer Banks charm, this oceanfront house is located on the highly desirable beaches of South Nags Head. Featuring four bedrooms and two baths, this home has been carefully decorated with a...

  • Nags Head
  • 4 Bedrooms
  • 2 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.