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Wine Cheers

Wine and Dine Adventure

Picture this, you're sipping champagne on a 55' sailboat as you watch the sunset, appreciating award-winning wines at the vineyard, and dining on the most exquisite local cuisine as you listen to the water rolling up against the shore. These are just a few experiences from Our Wine and Dine Adventure.

Indulge in all the spirits you like as your private chauffeur whisks you between experiences. Your trip will be filled with boats, overlanding in a 4x4, beach yoga, s'mores over a firepit, and more. Enjoy the laid-back Outer Banks atmosphere as the aromas and flavors emanating from the kitchens enhance every dining experience.

Spoil yourself, you are worth it!

Trip Highlights

Sanctuary Vineyards - A bottle of red, a bottle of white, whatever kind of mood you're in tonight. Award-winning wines to suit every palette. Learn how this Currituck County vineyard produces world-class wines as you sip the fruits of their labor. You'll travel in style as you take a boat across the Currituck Sound from Duck to Jarvisburg.

Distillery Tastings - You'll visit the Outer Banks Distilling Co, the first legal distillery on the Outer Banks, and Buffalo City Distillery, inspired by the defunct town that was known as "the moonshine capital of the world" located on the Dare County mainland.

Sunset Cruise - Nothing could be finer than a sunset in Carolina on the Downeast Rover. Cruising on the water with a glass of champagne will generate a sensory overload in the best way. This experience is magnificent!


Enjoy being wined and dined as we've designed an itinerary to stimulate your senses.  Drink to your heart's delight as your private chauffeur guides you through your OBX adventures.

Activities Highlights: Wine and Dine

Welcome Boil, Distillery Tour, Sunset Toast


If you arrive by vehicle, there is parking on the property. We offer a discounted shuttle service from Norfolk Airport (ORF) for anyone arriving by plane. Sit back and relax while your OBX Adventures representative transports you to the Outer Banks. After the 90-minute ride, we will assist with your luggage and show you to your room.


Partake in a traditional seafood boil paired with local beer or wine for a proper welcome to the Outer Banks. Enjoy the flavors of Alaskan snow crab legs, scallops, clams, mussels, lobster, shrimp, and more at an unforgettable meal. The Outer Banks Boil Company will cater a traditional boil made fresh on-site.


Start your trip on the right foot with a distillery tour and tasting at Buffalo City Distillery. You will sample 6 of their products consisting of whiskeys and vodkas. Named after a town that sprang up on the Dare County mainland before prohibition and had fallen on hard times, it quickly became known as the "moonshine capital of the world." Learn the history behind this defunct city that has become folklore.


Your private reception will take place at the upstairs mezzanine of Trio Restaurant & Market. Boasting a cosmopolitan vibe and inventive cuisine, this local favorite is the ultimate start to your culinary journey.


Behold a stunning Outer Banks sunset from the private pier as you sip on a celebratory champagne toast.

Meals Included: Lunch, Dinner

Accommodations: Stress Less or Stress Less II 

Package Price Per Adult Starting From as low as $3,450

Second guest receives a 50% discounted rate based on the booking price*
We have limited availability so reserve your spot today...

Upcoming Adventure Dates
September 6th - 9th,  2024
September 13th - 16th,  2024

September 20th - 23rd,  2024
September 27th - 30th,  2024

October 4th- 7th, 2024
October 11th - 14th, 2024
October 16th - 21st, 2024

Looking to escape in 2025?

Purchase a refundable $250 deposit to reserve your space now.
As upcoming event are confirmed they are filled on a first come first serve basis. Any bookings that can not be honored will allow for a full refund or deposit to be applied to a future event based on your selection. 

Adventure Dates for 2025
March 28th - March 31st,  2025
April 4th - 7th,  2025
April 11th - 14th,  2025
April 18th - 21st,  2025
April 25th- 28th,  2025

Prefer to talk to an agent? Call us at (252) 564-9393

What's Included

  • Accommodations provided by OBX Luxury Rentals LLC, our Resort Realty Signature Series Properties

  • Outer Banks Adventures representatives will guide you through your itinerary

  • Daily access to beach cabana service, watersport activities, and amenities at your accommodations

  • Meals and alcohol as specified in the itinerary

  • Grab-and-go station of assorted snacks and beverages included on-site

  • Daily activities and entertainment with chauffeured transportation as specified in the itinerary

  • Gratuities for all meals, activities, and transport

  • Laundry machine, detergent, and fabric softener

  • Shampoo, conditioner, and body wash

  • Towels and linens with the bed made upon arrival

What's NOT Included

  • Airfare to and from the Outer Banks (including excess baggage fees and other airport/airline fees)

  • Optional roundtrip shuttle service from Norfolk International Airport (ORF)

  • Passport and visa fees

  • Travel protection insurance

  • Additional gratuities at your discretion

  • Alcoholic beverages not specified in the itinerary

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Other Products and Services

Stress Less Rental   |   Stress Less II Rental   |  Beach Rental Services  |  Reward Program  |  Affiliate  |  Our Properties

We offer a luxury rental service in the center of Kitty Hawk, North Carolina. We partnered with Resort Realty to handle any of your vacation needs. OBX Adventures is presented by OBX Luxury Rentals LLC. They are owned and operated through the Stress Less and Stress Less II Rental Properties in First Flight Ridge.

© Copyright 2023 - 2024  OBX Luxury Rentals LLC |   Terms & Conditions   |   Privacy Policy   |   All Rights Reserved

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