2025 Sailing Tours Guide

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Carolina Designs

Plan your Outer Banks vacation with us! Browse our inventory of 350+ premier Outer Banks vacation rentals, including houses in Duck, Corolla, Southern Shores, Kill Devil Hills, Kitty Hawk, and Nags Head!

Sunrise Paradise

Ahoy! Welcome aboard and welcome to Sunrise Paradise! Enjoy that early morning coffee at sunrise or evening cocktails with friends and family on the comfortable, well-appointed deck. The breezy views of the Pamlico Sound will take your breath...

  • Hatteras
  • 2 Bedrooms
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...

Arizona

Located in Salvo | 5 Bedrooms | 3 Full Bathrooms | 1 Half BathroomNew Upgrades & Name Change for 2026 — Luna Pearl! This home is getting a full top-to-bottom refresh, offering even more space and comfort for your stay.Now a 5-Bedroom...

  • Salvo
  • 5 Bedrooms
  • 3 Bathrooms
Fish Heads Bar and Grill

Rustic waterfront pub at a fishing pier with a large deck for seafood eats, draft beer & live music. Fish Heads Bar and Grill is THE tiki bar of the Outer Banks. Located at Mile Post 18.5 in Nags Head, we offer a view that is second to none...

Kingsford 554

This bright and airy 4-bedroom vacation home, located on the beach road in South Nags Head, offers stunning ocean-to-sound views that are easily seen from the ample decking. Start each morning relaxing with the cool ocean breeze and a cup of coffee...

  • Nags Head
  • 4 Bedrooms
  • 4.5 Bathrooms
Paradise Fun Park

Off the beach, one of the best activities for groups to enjoy in the Outer Banks is mini golf, bumper cars or Go-Karts. Thankfully, Paradise Fun Park offers all three activities! Paradise Fun Park offers exciting outdoor activities that kids and...

Aquatic Anesthesia 465-A

Aquatic Anesthesia is a comfortable and charming cottage with excellent views of the ocean and Jockey's Ridge! Within walking distance to restaurants and shops, you are sure to enjoy your Outer Banks vacation in this relaxing, centrally located...

  • Nags Head
  • 3 Bedrooms
  • 2 Bathrooms
Moge Tee

QUALITY YOU CAN SEE, FRESHNESS YOU CAN TASTE! Every cup made to order with the freshest ingredients and handcrafted loose leaf tea brewed to perfection! Combining all the natural gifts from mother nature!

Oasis

Positioned atop a dune this “Oasis” displays striking views from the wide-open decks. Bright, airy and contemporary, this beautiful property offers a beach vacation that you will always treasure. Oasis offers a lovely private pool and plenty of...

  • Corolla
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Captain Johnny's Dolphin Tours

Join Captain Stuart Wescott aboard The Captain Johnny boat for a Guaranteed Dolphin Watch cruise in protected waters off the Outer Banks, NC. This two hour cruise is ideal for all ages. Enjoy breathtaking views as you listen to a...

K0321 Diamond Drift 3 Bedroom Premium Co...

Welcome to Diamond Drift at Hamilton Cay Reserve! Diamond Drift is the winner of the 2025 Outer Banks Parade of Home's People's Choice Award, Judge's Award, and Best Deck & View Award! Escape to Hamilton Cay Reserve, a premier soundfront luxury...

  • Kill Devil Hills
  • 3 Bedrooms
  • 2 Bathrooms
Pigman's Bar-B-Que

You haven’t experienced North Carolina until you’ve experienced North Carolina BBQ, and Pigman’s Bar-B-Que offers excellent North Carolina BBQ meals served with southern hospitality. Pigman’s offers traditional eastern...

Above the Dunes

SEMI-OCEANFRONT Avon - Ocean View Dr. - Sun, Sand, Surf, and Cinema. ABOVE THE DUNES offers beautiful ocean vistas from three levels of decks. The crow's nest observation deck provides spectacular expansive vistas of both the ocean and the sound...

  • Avon
  • 5 Bedrooms
  • 5 Bathrooms

Corolla Water Sports is the original, most comprehensive, and best water sports location on the Northern Outer Banks. We have been providing a first class facility for many years, and have had thousands of happy customers over this time. We are...

Sail local waters in a handsome schooner with plenty of elbow room.

You can truly choose your own Outer Banks adventure with this company that has a mission to promote conservation and respect for the natural resources of the OBX while creating fun and family-friendly experiences that highlight the beauty of this...

A beautiful and recreational stop for watersport fun. 

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...

Looking for a private sail charter? Call the folks at Sail Outer Banks. They offer a variety of year-round trips with low minimum fees to make it within reach of many folk. Dan and Katherine are your crew. Dan is a licensed U.S. Coast Guard captain...

Sail the Outer Banks (formerly Outer Banks Sailing Academy) offers professional sailing instruction operating under the standards of the American Sailing Association. They offer lessons in Kill Devil Hills. The Academy presents an array of classes...