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Part One-Discover Connecticut: The Ultimate Guide to Road Tripping in Connecticut

Posted on by Meg MacKay

Connecticut is a charming state, packed with diverse landscapes, historic towns, and unique attractions, making it an ideal destination for a memorable road trip. Carpooling with friends or family can make the journey even more enjoyable, offering a chance to share the adventure and reduce your environmental impact. Whether you're a history buff, nature lover, or just looking to enjoy some scenic drives, Connecticut has something to offer. Buckle up, gather your crew, and get ready to explore the best road trip routes this beautiful state has to offer! 

The Coastal Route: Connecticut’s Shoreline 

Start your journey along Connecticut's picturesque coastline, which stretches from the Rhode Island border to the Long Island Sound. Begin in the vibrant city of New Haven, home to Yale University and its impressive architecture. Don’t miss the Yale University Art Gallery and the nearby New Haven Green, a historic park surrounded by classic New England architecture. 

From New Haven, head east to Branford and explore the charming shoreline towns. Branford’s Thimble Islands are a must-see, offering a glimpse into a unique coastal ecosystem. You can take a boat tour to get up close and personal with these enchanting islands. 

Continue along the coast to Old Saybrook, where you can visit the historic Saybrook Point and the lively town center. A short drive away is Essex, known for its antique shops and the Connecticut River Museum. Here, you can enjoy a scenic riverboat cruise that showcases the beauty of the Connecticut River Valley. 

Finish your coastal adventure in Mystic, a quintessential New England town. Mystic is famous for its Maritime Museum and the Mystic Seaport, where you can step back in time and explore historic ships and maritime exhibits. Don’t forget to stop by the Mystic Villages for a quaint stroll into lovely shops and eateries.