Choose Your Own Adventure | Mercedes-Benz Road Trip

A road trip can present its own set of challenges and opportunities, so we did the planning for you!

For your safety and peace of mind, make sure your vehicle is in top condition before hitting the road. Always make sure to have the proper tools to change a flat and check your spare tire.

We’ve also included some apparel and gear you might need for each adventure, all sourced from Competition Auto Group’s lifestyle boutiques.

We suggest dressing in layers on a road trip, no matter the weather. Spare some trunk space for a cooler filled with water and snacks, a blanket and an umbrella, and you’ll be ready for anything!



The heart of Long Island Wine Country with charming farm stands, quaint villages, tree-lined country roads, lush wineries and old-world charm awaits you when you follow the path leading to the North Fork and Shelter Island.


Cutchogue Diner

For those who prefer old-school diner fare, the vintage Cutchogue Diner is a community landmark housed inside a retro Kullman Dining Car, ca 1941.

27850 Main Rd. Cutchogue


Bedell Cellars

Bedell is committed to small batch winemaking, both red and white. Their wines were selected to be served at the 2013 US Presidential Inauguration.

36225 NY 25 Cutchogue


North Fork Table & Inn

Stop for lunch, or if you’re in a hurry, the North Fork Food Truck serves local and seasonal fare. Mercedes-Benz AMG-GT.

57225 Main Rd. Southold


Village of Greenport

A bustling waterfront town with lots to see and do. Don’t miss Lido, a unique boutique with one-of-a-kind treasures from around the world. Or, visit WM. J Mills & Co., America’s oldest sailmaker.

132 Main St. Greenport

Jess Owen Carousel House

This 1920s vintage carousel is located in Mitchell Park.

74100 Main Rd. Greenport


Shelter Island

Take a seven-minute ferry ride from Greenport and get lost on the country roads dotted with picture-perfect Victorian architecture.


Marie Eiffel Market

Organic market and cafe that serves French-inspired cuisine, produce and groceries.

184 N. Ferry Rd. Shelter Island


Pindar Vineyards

Situated on more than 500 scenic acres, Pindar is Long Island’s largest vineyard, and produces 70,000 cases of wine a year.

37645 Main Rd. Peconic


Sunset Beach

Head over in late afternoon for a front row seat to a gorgeous sunset.


Travel In Style


Mercedes-Benz Classic Shopper

This durable shopper bag is versatile and timelessly fashionable with a large, zippered main compartment, interior pocket and embroidered logo on the front. Made of 100% polyester. $31



Mercedes-Benz Men’s Fleece

Mercedes-Benz three-season, full-zip fleece jacket, made of 100% polyester, with Star on left sleeve, In Black. $13



Mercedes-Benz Quilted Jacket

The epitome of both practicality and fashion, this black quilted Mercedes-Benz jacket with subtle purple accents is as warm as it is gorgeous. $219