Things to Do

Your Festive Guide to Holidays on Nantucket Island

The holidays on Nantucket are nothing short of magical. From twinkling lights to festive gatherings, every corner of the island feels welcoming and alive. At Affordable Rentals, we offer Jeep rentals year-round, so we know just how special this season can be. Don’t miss these holiday festivities this year.

Tree Lighting and Caroling

Every year, the Friday after Thanksgiving becomes a highlight on Nantucket’s holiday calendar. On November 28th at 4 PM, the famous Tree Lighting Ceremony illuminates downtown as more than 150 twinkling trees light up Main Street. Join in with others in the community for caroling that day. We suggest arriving early to secure parking.

Nantucket’s Legendary Christmas Stroll

On the first weekend of December, Nantucket’s Christmas Stroll turns the island into a festive wonderland. Visitors can wander cobblestone streets lined with garlands and shop local markets for unique holiday gifts. Santa himself arrives via Coast Guard cutter, while live entertainment, costumed carolers, and special treats from shops and restaurants keep the fun going all weekend.

What Else to See and Do

Holidays on Nantucket aren’t just about big events. There's plenty to enjoy. Explore the Whaling Museum’s displays, taste hot chocolate at cozy cafés, and discover quiet beaches for winter walks. Many local boutiques and galleries offer holiday specials, making it a perfect destination for Christmas shopping.

And with unpredictable island weather, having the flexibility of an SUV or Jeep rental means you’re ready for any adventure over the holidays. Ask us about our affordable rental options, which include Ineos Grenadiers, Jeep Gladiators, car rentals, and more!

Contact Affordable Rentals

Don’t miss out on all the holiday excitement that Nantucket Island has to offer. Reserve a Jeep rental with Affordable Rentals today and explore the island’s best winter events. Contact us at (508) 313-9313 or book a rental online today. Happy holidays!

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