2026 Nags Head Sailing Tours Guide

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Miss Oregon Inlet

Oregon Inlet Fishing Center is the home of the largest and most modern charter boat fishing fleet on the eastern seaboard. A full service marina in Nags Head NC, Oregon Inlet offers a comprehensive charter boat fishing experience for the "old salt...

STAIRWAY TO HEAVEN

Carolina Designs invites you to STAIRWAY TO HEAVEN, a Duck oceanfront retreat with 5 bedrooms, elevator access, and sweeping Atlantic views. This harmonious beach home features tasteful upgrades, stylish cottage decor, and show-stopper ocean...

  • Duck
  • 5 Bedrooms
  • 6.5 Bathrooms
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...

5422 - Raynors Rest

Always Included, complimentary linens and made beds! Beautifully built Nags Head home is less than 500 feet to the lifeguarded beach with handicap access that includes a bathhouse. The open spacious...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Miller's Waterfront Restaurant

MILLER’S OFFERS ONE OF THE FEW TRULY WATERFRONT DINING EXPERIENCES ON THE OUTER BANKS. Enjoy casual dining in our downstairs family-friendly seafood restaurant, or our signature drinks and grill menu in our upstairs deck bar while watching...

007 | Salty Pirate

Outstanding Ocean Views, Private Swimming Pool, Hot Tub and direct access to the Beach await when you choose Salty Pirate for your Outer Banks vacation. Ideally situated in Kitty Hawk, your family is sure to enjoy the endless Ocean Vistas from the...

  • Kitty Hawk
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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...

452 | Beach Runner

Nicely decorated, comfortable, and well-maintained, Beach Runner cottage is a short walk to the Beach Access (direct access to Admiral Street Beach Access) and a short walk to the local grocery store. The home is well equipped w/TV's in each...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
8/9 - 8/15
$1,495  $1,695
$200 off
9/20 - 9/26
$895  $1,195
$300 off
9/27 - 10/3
$895  $1,195
$300 off
H2OBX Waterpark

YOUR BEST SUMMER DAY - Nothing satisfies your craving for fun like a day at the H2OBX Waterpark. Start with that perfect Carolina sun. Add a dose of adrenaline as you soar 6 stories up on The Rogue Wave or drop 90 screaming feet down The Plank...

THE SALTY LAB

The Salty Lab offers beautiful ocean and sound views from this gorgeous oceanside home just steps from the beach (just one lot from the beach access)! This is the perfect beach house for gatherings with family and friends – offering 5 bedrooms, 4...

  • Duck
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
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...

470 | Close Enough

This terrific Kitty Hawk vacation home provides comfort and style along with features designed to enhance your visit to the OBX. Open and spacious with features that include ocean and golf course views and the luxury of having your own Private Salt...

  • Kitty Hawk
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
Twiddy & Company

Twiddy & Company is here to provide all the help and southern hospitality you've come to anticipate when planning your beach vacation. We invite you to let us share our unique understanding of this coastal landscape; unlike any place in the...

Lighthouse Lookout

Lighthouse lovers everywhere, imagine staying on vacation with a view of a lighthouse every day! That is what you will get at “Lighthouse Lookout”. From the front porch, this comfortable vacation rental has a great view of the historic...

  • Corolla
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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.