2026 Nags Head Sailing Tours Guide

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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...

Sunset Retreat

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.WOW! Talk about your famous Outer Banks sunsets! “Sunset Retreat” is a sound front property in Duck for your family and friends that will give you...

  • Duck
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Brew Thru

No trip to the Outer Banks is complete without cruising through Brew Thru, the Outer Banks’ original drive thru convenience store. Whether you’re looking for a refreshing cold beverage of Coke, Pepsi and other soft drinks on the go...

Otter's Run COL-103

Welcome to Otter’s Run, your peaceful soundfront escape tucked away in the gated community of Colington Harbour in Kill Devil Hills. With direct access to the Albemarle Sound right from your backyard, this charming coastal cottage is a dream come...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 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...

6284 - Barker's Jewel

BEACH GEAR RENTAL INCLUDED!  Always Included, complimentary linens and made beds! New for 2025: Renovated Kitchen and New Appliances, New West-Facing Decking with Polywood Furniture, New LVP...

  • Nags Head
  • 4 Bedrooms
  • 4 Bathrooms
Super Wings

Best store on the beach! Everything you need for your vacation. The newest ladies' and girls swimsuits, 20% off every day! Largest selection of beach supplies and the best deals on T-shirts, sweatshirts and mens, ladies, and kids, apparel, swimwear...

GREAT EXPECTATIONS

Carolina Designs presents GREAT EXPECTATIONS, a spectacular oceanfront estate in Duck's exclusive Four Seasons gated community. This sensational 8-bedroom, 8-private-bath retreat features iconic ocean views, elevator access, home theater...

  • Duck
  • 8 Bedrooms
  • 10 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...

Reality Check

This is a Blue Standard Bedding Property. Learn more about our hospitality bedding program here.Central Location, Family Friendly DestinationNeed a Reality Check? This clean and contemporary Corolla retreat brings you back to what matters...

  • Corolla
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Jolly Roger

When you first catch sight of The Jolly Roger, you might be unsure exactly what to think of it. Since its conversion from a gas station/grocery store to a restaurant in 1972, The Jolly Roger has been anything but your ordinary Outer Banks...

SORRENTO

2,400 square foot reverse floor plan, including 1,300 square feet of decks. Level 1:Bedroom (with Pyramid Bunk and Trundle), bath (tub and shower), Smart TV.Level 2:4 bedrooms (2 Queen bedrooms with private bathroom (both with tub and shower)...

  • Southern Shores
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
4/26 - 5/3
$1,797  $2,014
$217 off
5/3 - 5/10
$1,953  $2,210
$257 off
5/10 - 5/17
$1,953  $2,210
$257 off
5/17 - 5/24
$1,953  $2,210
$257 off
5/24 - 5/31
$2,413  $2,736
$323 off
6/7 - 6/14
$3,577  $3,909
$332 off
6/14 - 6/21
$4,548  $4,989
$441 off
ZoomAround Street Legal Golf Cart Rentals

ZoomAround Street Legal Golf Cart Rentals provides our communities and our visitors with fun, safe and convenient access to innovative transportation while providing an unparalleled customer experience. Don’t carry all of your beach gear...

Sea Sun Greetings

Sea Sun Greetings invites you and your family to spend a memorable week enjoying views of the blue waters and calming sound of the waves! This home is perfect for relaxation and fun at the beach. Offering spectacular views of the Atlantic, you will...

  • Kitty Hawk
  • 6 Bedrooms
  • 8 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...