Top Plymouth Private and Luxury

Set sail on the historic Lobster Tales for a memorable evening on the "Sounds and Sunsets" cruise in Plymouth. Relish the picturesque sunset views while enjoying live music from top local artists. Sip on refreshing margaritas, cold beer, and champagne, accompanied by complimentary appetizers. Perfect for couples or friends looking to unwind, this 2-hour cruise is all about good vibes, great music, and stunning views. Celebrate summer nights on the water and create unforgettable memories with the sounds of Plymouth. - 2-hour sunset cruise with live music and scenic views - Complimentary appetizers and unlimited drinks included - Perfect for all ages, especially couples and friends - Departure from Plymouth, with a spacious sunset viewing area

The tour will take you from the decks of the Mayflower Two, a faithful replica of the Pilgrims’ ship, and end at the historic Jabez Howland House, the last standing home in Plymouth where Pilgrims actually lived. Along the way you'll walk for an hour and about a mile as you explore Plymouth rock, statues, houses, gardens, churches and sites linked to the Pilgrims. Go at your own pace, anytime. This is the best deal in town, don't miss out on the sites while in town.

Explore where the Mayflower landed in Plymouth with this private self-guided historical walking tour. Download the app for lifetime access to the route and commentary—great for any return trips. Follow the live GPS map, audio, images, and text to sights like Plymouth Rock and Massasoit Statue, and learn the history as you walk at your own pace.

Take advantage of your visit to Massachusetts by touring both Plymouth and Cape Cod combined. This tour offers scenic photo ops and points of interest spanning the period in American history from the 1600s through the 1800s. Each tour has a maximum group size of 14 to allow for a personal touch, so you can linger longer at important sites. This is a fully escorted tour. The company owner is a former history teacher and a local. You will tour Cape Cod and the quaint Town of Sandwich, see the spectacular Cape Cod Canal and Sandwich Boardwalk. Also included is admission to the Sandwich Glass Museum, 1600s Dexter Grist Mill (seasonal), and the spectacular Sandwich Boardwalk and salt marsh. In Plymouth see the Forefathers Monument, Plymouth Rock, Mayflower II, and numerous monuments. In late September through November the route changes to encompass Fall foliage at its best. We offer fixed pickup locations throughout Boston.

Get ready for a mouthwatering ice cream sundae cruise in Plymouth, MA. Become the master dessert architect and load up your sundae with all the toppings your heart desires. Enjoy great music, limbo, and an awesome ride through Plymouth’s most famous landmarks. Board the boat and get ready to create your own ice cream sundae. Proudly serving Giffords Ice Cream, you can load up your sundae with all the toppings your heart desires. Enjoy great music, limbo, and an awesome ride through Plymouth’s most famous landmarks. Great for all ages, bring your family and friends with you.

Plymouth’s Only Floating Party Venue Experience the ultimate celebration on the water with Plymouth’s original harbor party cruise. This 21+ event combines live DJ music, dancing, and a vibrant atmosphere as you sail past iconic landmarks like the Mayflower II, Plymouth Rock, Bug Light, Clark’s Island, and Long Beach. With spacious open-air decks, a dynamic sound and lighting system, and panoramic coastal views, it's the perfect setting for birthdays, bachelor/bachelorette parties, or a memorable night out with friends. Departing from Town Wharf, this 2-hour cruise offers an unforgettable blend of history, scenery, and high-energy fun.

Explore the rich history of Plymouth, Massachusetts, on this immersive day trip. Starting with a scenic ride on the MBTA Commuter Rail, visit the renowned Plimoth Patuxet Museums, where 17th-century life comes alive through engaging historical interpreters. Afterward, discover the Mayflower II, a full-scale replica of the original ship. With three hours of free time at the picturesque waterfront, you can enjoy local shops, dining, or simply relax by the ocean. This car-free adventure offers a perfect blend of education and leisure. - Convenient travel via the MBTA Commuter Rail and van transport in Plymouth - Admission to both Plimoth Patuxet Museums and Mayflower II included - Three hours of leisure time to explore Plymouth’s scenic waterfront - Total duration of approximately 8 hours for a full-day experience

Our Clambake at Sea is more than a boat ride—it’s a full sensory experience. Dine on a traditional New England clambake while cruising past historic landmarks, remote beaches, and lighthouses. With a local captain narrating the region’s rich history and coastal lore, guests enjoy both education and indulgence. There’s simply no better way to taste and explore Plymouth than by sea—with fresh lobster in hand and harbor breezes in your hair.

Enjoy complete flexibility and explore the parts of Massachusetts that most interest you with this collection of self-guided walking and driving tours. Receive 10 different itineraries and choose the day and time to use any of them. Use offline with GPS and learn about each place as you travel through.

Skip the crowds and set sail to Plymouth’s hidden coastal gems with our Beach Ferry to Browns Bank and Long Beach. This isn't your typical beach day—our quick, scenic ride whisks you across the harbor to remote stretches of sand only accessible by boat. Whether you're looking to explore the tidal sandbar at Browns Bank or relax on the quiet shores of Long Beach, our ferry offers a fun, fast, and unforgettable way to experience Plymouth’s natural beauty. With multiple departures throughout the day and round-trip service, it’s the perfect adventure for families, couples, or solo travelers craving a more adventurous beach day.

The Haunted Harbor Tour isn’t just a boat ride—it’s a journey into the shadowy side of America’s oldest seaport. While other tours skim the surface, we take you deeper, blending true local history with spine-tingling ghost lore you won’t hear anywhere else. From the deck of our vessel, you’ll see Plymouth’s most storied landmarks—Plymouth Rock, the Mayflower II, Burial Hill, Cole’s Hill, Bug Light, and more—exactly as they appear under the cover of night. Every stop along our route comes alive through vivid storytelling, researched local legends, and the natural drama of the harbor after dark. You’ll feel the sea breeze, hear the lap of waves against the hull, and see the silhouettes of centuries-old landmarks as their ghost stories unfold. Our small-group setting ensures a more personal, immersive experience—plenty of time to soak in the eerie atmosphere between tales. It’s equal parts history, mystery, and pure New England coastal magic.

Get an alternative insight into popular Plymouth during this interactive historical ghost tour. Listen as your local historian guide tells you things about the city’s past you might not otherwise learn, including ghost stories. Plus, use paranormal investigation equipment to see what lurks out of sight in America’s oldest city for an experience you likely can’t repeat elsewhere.

Explore the fascinating world of oyster farming where a local oyster farmer guides you through an authentic, hands-on experience. Departing from Plymouth’s historic Town Wharf, climb aboard a custom-built oyster boat and venture to the intertidal flats. At the working farm, stroll through the rows of oysters and discover sustainable aquaculture practices. The adventure culminates in a shucking lesson, where you can enjoy fresh oysters straight from the bay. Ideal for food enthusiasts and those curious about shellfish culture, this small-group tour provides a unique connection to New England’s maritime heritage. - Hands-on tour led by a local oyster farmer - Depart from Plymouth’s historic Town Wharf - Learn about sustainable aquaculture and oyster farming - Enjoy a shucking lesson and taste fresh oysters directly from the bay

Set sail on the Bear Tide Oyster Tasting Cruise for a unique culinary adventure in Plymouth Bay. This 1.5-hour narrated cruise offers the chance to savor fresh oysters directly from a local farm, while enjoying a cash bar and live music. Meet the oyster farmer who shares insights about the aquaculture industry, enriching your tasting experience with local stories and knowledge. Relax on the open deck, take in stunning harbor views, and celebrate the flavors of the coast with friends or a special date. - 1.5-hour narrated cruise featuring fresh Bear Tide oysters - Meet the oyster farmer and learn about local aquaculture - Cash bar available with beer, wine, and cocktails - Maximum capacity of 50 guests for an intimate experience