2026 Nags Head Sailing Tours Guide

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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...

PELICANS LANDING

Come relax at Pelican's Landing! This beautifully decorated, semi-oceanfront townhome in quiet Southern Shores gives you the comforts of home matched with breathtaking ocean views. This home is perfectly located near fun family attractions and...

  • Southern Shores
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
8/8 - 8/15
$2,976  $3,249
$273 off
8/22 - 8/29
$2,424  $2,684
$260 off
8/29 - 9/5
$2,084  $2,350
$266 off
9/5 - 9/12
$1,985  $2,184
$199 off
9/19 - 9/26
$1,858  $1,933
$75 off
Joe Lamb Jr. & Associates

Since 1968, our family owned and operated company has offered families just like yours a wide selection of Outer Banks vacation rentals in beach communities and towns of Duck, Southern Shores, Kitty Hawk, Kill Devil Hills, Nags Head and South Nags...

5458 - Pier 1 Retreat

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Located on the oceanfront in Nags Head is Pier 1 Retreat. With 6 bedrooms and 4 bathrooms, this spacious home will...

  • Nags Head
  • 6 Bedrooms
  • 6.5 Bathrooms
Risky Business Shrimping and Crabbing

If you’re looking for a fun, hands-on activity that the whole family can enjoy together, hop aboard Risky Business for an Outer Banks shrimping and crabbing charter. Our experienced captain and mate will show your group how to pull crab pots...

K7012 Sounds Good at Kill Devil Hills

Welcome to Sounds Good by KEES Vacations! Sounds Good is a 3-bedroom home in Kill Devil Hills and is the perfect location for all OBX adventures. A gorgeous 3-bedroom, 2.5 bath, beach home located near many shops and restaurants, this vacation...

  • Kill Devil Hills
  • 3 Bedrooms
  • 3 Bathrooms
Miller's Seafood and Steakhouse

Miller's Seafood & Steakhouse has been a favorite among locals and visitors for more forty years. Offering delicious southern cuisine for both breakfast and dinner in a casual family atmosphere infused with coastal flair, it's no wonder this...

Conscience Point HIR-31

Conscience Point is an oceanside home in the upscale Estates at Hatteras Island Resort, featuring panoramic sound and ocean views, as well as 5-star Caribbean decor with elaborate tile work. Conscience Point also offers a one-of- a-kind private...

  • Rodanthe
  • 5 Bedrooms
  • 4.5 Bathrooms
7/4 - 7/11
$6,113  $7,613
$1,500 off
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...

Beachy Keen SLV-8

Beachy Keen is an oceanside townhome located in Sea Loft Village in Section F of Ocean Sands. Enjoy the tranquility of this nicely appointed home featuring excellent furnishings and décor!Spend your days on the beautiful beaches of Corolla, with...

  • Corolla
  • 3 Bedrooms
  • 3 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...

K4221 Sail Boat Cottage at Beacon Quarte...

Welcome to the Sail Boat Cottage at Beacon Quarters of Corolla by KEES Vacations! Enjoy understated elegance in this luxury condo within the soothing and brand new Corolla community. The whole group will enjoy private community access to the sandy...

  • Corolla
  • 2 Bedrooms
  • 2 Bathrooms
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...

SPINNAKER

Between the excellent location (third house from the ocean with fantastic ocean views), membership to the community pool and the lovely décor, you won’t find a better place to spend your vacation.Ground Level :Travertine tile foyer and laundry...

  • Duck
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
6/28 - 7/5
$3,846  $4,346
$500 off
8/30 - 9/6
$2,385  $2,636
$251 off
9/6 - 9/13
$2,178  $2,447
$269 off
9/13 - 9/20
$1,979  $2,168
$189 off

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...