2026 Sailing Tours Guide

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



7026 - Southwind

Always Included, complimentary linens and made beds! Start your Rodanthe vacation at Southwind! This 2 bedroom 2 bath beach box is the best place to spend your stay on the Outer Banks. Explore the...

  • Rodanthe
  • 2 Bedrooms
  • 2 Bathrooms
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...

4096 - Cake by the Ocean

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! Located in the Four Seasons community in Duck, Cake by the Ocean is a spacious 6 bedroom, 5.5 bathroom home with...

  • Duck
  • 6 Bedrooms
  • 6.5 Bathrooms
The Mystic Jewel

Walk into this shop and you’ll be delighted by all the glittering and sparkling from the way the mirrors and lighting show off jewelry from over 100 different designers and local artisans. Artfully-designed cases line the walls, filled with...

Wild Horse Landing

Now accepting Flex Stays for the entire 2025 season with a 3 nighttime minimum!Located in Corolla/ 4 Bedrooms/ 2 Full BathroomsAccessible by 4 x 4 car only! Your family will adore this peaceful, secluded getaway on the 4x4 beaches! Appreciate plenty...

  • Corolla
  • 4 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...

5379 - Big Eyed Fish

BEACH GEAR RENTAL INCLUDED! Always Included, complimentary linens and made beds! A whimsical, tropical getaway awaits you at Big Eyed Fish, located on the beautiful Oceanfront of Kill Devil Hills...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
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...

Oh Behave!

SEMI-OCEANFRONT Avon — Greenwood Pl. — What’s better than a million dollars? A priceless family vacation at OH BEHAVE!, a pristine five-bedroom/four-full and two-half-bath home. Oh Behave! is located just steps away from the beach boardwalk...

  • Avon
  • 5 Bedrooms
  • 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...

S-2B | Oceans 11 - The Sands Condos

This terrific second floor ,Corner Unit, has jaw-dropping panoramic views of the ocean from every window and the well-furnished covered deck. The furnishings are first class, beautiful, and comfortable. This condominium unit can accommodate six...

  • Kill Devil Hills
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
6/6 - 6/12
$1,995  $2,495
$500 off
6/27 - 7/3
$2,595  $3,195
$600 off
Ben Franklin

Stop by Nags Head's Ben Franklin at Mile Post 10 on the Bypass where you will find everything you need for the beach! From Clothing, T-shirts and Swimwear to Boards, Chairs, Umbrellas and Tackle. You'll find it all…and of course, we have the...

DOLPHIN WATCH

Ahoy me hearties, hoist the mainsail and set course for “Dolphin Watch” , a brand new haven where pirates and Commodores can parlay and parlee, over a glass of grog.Swashbuckling fun and naval history take us back to a time when The Black Pearl...

  • Southern Shores
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 14
6/5 - 6/12
$8,428  $9,961
$1,533 off
6/12 - 6/19
$9,446  $10,504
$1,058 off
6/26 - 7/3
$10,665  $11,606
$941 off
7/3 - 7/10
$10,508  $11,606
$1,098 off
8/28 - 9/4
$6,363  $6,665
$302 off
9/4 - 9/11
$5,572  $6,121
$549 off
9/11 - 9/18
$5,542  $5,806
$264 off
9/18 - 9/25
$5,730  $5,806
$76 off
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.

Nor'Banks Sailing & Watersports

Nor'Banks Sailing & Watersports beautiful location and top-of-the-line equipment, together with a friendly and professional staff make it one of the premier water sports centers on the Outer Banks. Nor'Banks' sound front location has a huge grassy lawn, restrooms, showers, a 200 foot pier and plenty of room for you to spend the day. Since 1979 Nor'Banks has been one of the finest sailing operations on the East Coast offering Flying Scots, Hobie Cats and quality private sailing instruction...