THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Join us for a unique evening on Plymouth Harbor featuring live music by a Taylor Swift DJ, scenic sunset views, and delicious ice cream. Perfect for fans and fun seekers alike!
Join us for a unique evening on Plymouth Harbor featuring live music by a Taylor Swift DJ, scenic sunset views, and delicious ice cream. Perfect for fans and fun seekers alike!
Book with Plymouth Cruises
Verified experiences and guided adventures in the surrounding area.
Operated by Plymouth Cruises · Plymouth, Massachusetts
Located in Plymouth Harbor, the Taylor Swift Ice Cream Cruise offers a one-of-a-kind evening on the water that combines live music, scenic views, and sweet treats. This cruise takes visitors on a memorable journey through one of Massachusetts’ most historic ports, famous for its role in colonial America and maritime heritage. As the boat gently rocks on the harbor, attendees are treated to a lively playlist featuring Taylor Swift hits spun by a live DJ—perfect for singing along and dancing under the sunset. The vessel offers plenty of space for socializing, taking photos, and enjoying the cool ocean breeze. One of the standout features is the backdrop of Plymouth’s scenic coastline, with views of the historic town and vibrant harbor life. Guests can capture crisp photos of the sunset reflecting off the water and historic ships docked along the wharves. An added highlight is the delicious ice cream served throughout the cruise, making it a perfect activity for fans of all ages. The cruise emphasizes a fun, family-friendly atmosphere that celebrates music, friendship, and Plymouth’s rich maritime history. This event is especially popular during summer evenings, providing a lively yet relaxed way to experience local heritage from the water. Local wildlife like seagulls and harbor seals occasionally make appearances, adding to the adventure. The cruise’s casual yet festive vibe makes it a top choice for a unique night out—whether as a special occasion or a fun summer activity. Visitors leaving the boat will find themselves with great photos, new memories, and a deeper appreciation for Plymouth’s seaside charm. Overall, this cruise stands out as a lively, scenic, and utterly unique way to enjoy the Massachusetts coast while celebrating one of pop’s biggest stars.
easy.
1.5–2 hours.
This activity requires minimal physical effort, suitable for most ages and fitness levels.
Yes, the cruise is family-friendly and enjoyable for all ages.
Bring a camera, layers for warmth, sunscreen, and a light or empty stomach for the ice cream.
Yes, tickets can be purchased in advance through the booking link.
Yes, there are parking options near Plymouth Harbor, but arrive early for the best spots.
Pets are generally not permitted onboard for safety and comfort.
The cruise may be canceled or rescheduled in case of severe weather, so check the forecast beforehand.
Plymouth Harbor has been a major maritime hub since the 1600s, playing a vital role in colonial trade and exploration.
Efforts are ongoing to protect marine life and keep Plymouth Harbor clean for future generations.
Plymouth Cruises operates seasonal harbor cruises and specialty excursions from Plymouth, Massachusetts, in and around Plymouth Harbor. The operator offers a variety of public and private experiences designed for families, groups, and fans of coastal culture. Signature trips include an Ice Cream Sundae Harbor Cruise featuring Gifford's Homemade Ice Cream and toppings, a Taylor Swift Ice Cream Cruise with themed DJ sets, a family-friendly Pirate Cruise (1 hour 15 minutes) with water cannon battles, and a two-hour Plymouth Harbor Party Cruise aboard a 50-foot yacht with a fully stocked bar. Culinary and nature-focused options include Sunset On the Halfshell, which showcases freshly shucked oysters and a meet-the-oyster-farmer component, plus a Lobstering Eco Tour that invites guests to participate in lobster harvesting and learn about marine conservation. Haunted Harbor Tours present evening storytelling past historic sites such as Burial Hill. Private charters are available for select experiences, including a private Lobstering Eco Tour. Plymouth Cruises emphasizes hands-on learning, local partnerships, and coastal sightseeing around iconic Plymouth landmarks. Crew members guide activities and narrate harbor history during each cruise. Reservations and trip details are published on the company’s booking channels and ticketing pages; schedules vary seasonally. By offering both public sailings and private charters, Plymouth Cruises provides multiple ways to explore Plymouth Harbor for birthday parties, family outings, fan meetups, and educational trips, connecting visitors with New England maritime culture and local food traditions. Tickets are sold per trip online with clear boarding instructions, safety briefings, and flexible group booking options, seasonally.
Book with Plymouth Cruises