2026 Nags Head Sailing Tours Guide

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Brindley Beach Vacations

Brindley Beach Vacations offers premier Real Estate and Property Management services across the entire Outer Banks. Representing more than 450 vacation rental homes, we proudly serve every region—from the southern beaches of Hatteras Island...

426 | J. Jones

The wrap around screened porch is one of the first things you'll notice in this best-of-the-old-and-new Nags Head Beach cottage! Nicely decorated & very well maintained, this home retains the character & feel of an Old Nags Head cottage w...

  • Nags Head
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Flip Flop Shops

Free Your Toes!®Live, work and play with your toes exposed® and the freedom of flip flops on your feet. 



Montana Mermaid 504

With amenities abound including a private pool, an elevator, and ocean views, everyone in the family will enjoy their Outer Banks beach vacation at Montana Mermaid! Guests will also enjoy a spacious floor plan, large game room, and large living...

  • Nags Head
  • 8 Bedrooms
  • 8.5 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...

CAROLINA CABANA

Carolina Designs presents CAROLINA CABANA, a spectacular 6-bedroom Duck vacation rental designed for unforgettable family gatherings! Located in the award-winning Four Seasons community, this bright and cheerful home features a private pool, hot...

  • Duck
  • 6 Bedrooms
  • 5.5 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...

SOUL SURFER

Overview Don't just vacation - experience the ultimate unique beach experience at Soul Surfer! Thoughtfully laid out, this oceanfront vacation home is truly unique. Spend lazy days in the pool area, which connects to a private beach...

  • Nags Head
  • 8 Bedrooms
  • 9 Bathrooms
Outer Banks Blue

Since 2005, Outer Banks Blue has delivered exceptional vacations for OBX visitors. Our family-owned and locally managed rental company focuses on service and promises “a relaxing experience with a local touch.” Turn your dream vacation...

Aqua Holic

Located in Corolla / 5 Bedrooms / 4 Full Bathrooms / 1 Half BathroomArrive early and savor a Currituck Club pre-arrival experience at the main pool between 10 am and 4 pm! Games, trolley service to and from the beach, music, wine, food & cold...

  • Corolla
  • 5 Bedrooms
  • 4 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...

I'm Not Shore

OCEANVIEW Waves — Sea Isle Shores Ln. — One thing for sure at I’M NOT SHORE is that you’ll never need to search for a spectacular view; the vistas from the home’s top deck reveal a mesmerizing panorama from sunrise over the ocean to...

  • Waves
  • 5 Bedrooms
  • 4.5 Bathrooms
Corolla Raceway

The Ultimate Go Kart Racetrack That Kids and Adults will Enjoy! Corolla Raceway is the premier Go-Kart experience. Our upscale facility is designed to provide a first class entertainment experience. Corolla Raceway provides the newest Single...

The Aerie PH-11

Escape to The Aerie, a recently constructed 3-bedroom, 2-and-a-half-bath retreat tucked away in the quiet Penny's Hill area of Carova, where ocean views, modern comforts, and peaceful surroundings set the stage for a memorable Outer Banks getaway...

  • Carova
  • 3 Bedrooms
  • 2.5 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...