Top Boston Holidays

Discover the best of Boston’s hops and history on a pub crawl. Offered at three separate times, you can easily find start at a time that fits with your schedule. Select the Happy Hour tour and enjoy four draught beers or ciders. Or choose the Dry Run option and purchase drinks as you please. Either way, visit some of the city’s top pubs with your guide while passing iconic historical sites.

History, haunts, and hops: that’s what you can expect during this guided walking tour of Boston’s pubs. If the stories are true, then you’ll visit watering holes where ghosts and ghouls roam. Boston’s bloody history is no tall tale: you’ll pass by sites like the King’s Chapel cemetery and Granary Burying Ground to learn about those who died fighting for American independence. This pub crawl is an intoxicatingly good time for history buffs desiring an alternative walking tour.

Enjoy a gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.

This is Boston’s premier haunted pub crawl, taking you and your favorite drinking buddies through Beantown’s notorious beginnings and some of the most haunted pubs and restaurants it has to offer. From the ghosts of our Founding Fathers still fighting for their independence to some of the oldest and most notorious cemeteries in the country, you’ll need every drop of liquid courage if you want to relive these sordid tales from the past – let alone walk the blood-stained streets of Boston’s North End. So, grab a Boston Lager, catch a wicked buzz, and see how much haunted history you can stomach with Ghost City Tours. *Entry into establishments is subject to operating hours and availability.

Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a classic yacht with live music as you take in beautiful views of Boston.

Combine horror stories and booze on this haunted small-group pub crawl through Boston. Hear stories about spooky occasions and haunted history in Boston’s past from your guide and hop from pub to pub along the way. Take time to learn about Boston’s architecture and explore four different local bars in the city.

Home of the famous Samuel Adams and Lamplighter breweries, Boston has a thriving culture of microbreweries, distilleries, and cider houses. A brewery tour is one of the best ways to experience Boston’s beer scene, and on this half-day excursion you can taste award-winning beer and cider, learn about the history of each brewery, and explore the brewing process.

We are a SMALL, LOCAL business, PLEASE consider booking directly with us! Please contact us directly for groups larger than 2, for last minute bookings, private tours, and customized savory & sweet tours! BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End. Skip the infamous lines to taste delicious drinks and classic cannoli, and sample the best sweets the North End has to offer. Not to mention the Paul Revere House and Old North Church along the way! To top it all off, our local tour guides will sprinkle in fascinating historic knowledge, fun cultural facts, and culinary tidbits.

Skip the crowded holiday tours during the Christmas season, and instead choose this Boston Self-Guided Christmas Tour that shows you all the best spots in Boston without the hassle of going at a group’s pace. See the Boston Christmas Tree, as well as parts of Beacon Hill and other areas all decorated for the holidays at your own pace using an easy-to-download app.

Learn about the Boston Tea Party and Boston’s revolutionary history at your own pace with this self-guided audio walking tour. Download the app to your phone and use it whenever you like, even when your phone is offline. Follow the route and hear stories about Boston’s history and the sites along the way.

Grab a drink and settle into the heated, main observation cabin to enjoy a seasonal experience on this beautiful 1920s-style yacht. During the cruise, grab a hot cocoa or festive libation from the bar and take in the sights as the boat cruises around Boston's waterfront neighborhoods, such as North End. Enjoy cruising under the Tobin Bridge for a unique perspective of this iconic landmark. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline while listening to classic Holiday hits.

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful one in town! I’m Jimbo the Tye Dyed Tour Guide, and I strive to have these tours feel like you’re just hanging out with an old friend, grabbing a bite and a beer while checking out some history. Super casual, not overwhelming with dates and facts…just enjoying a slice and a beer in a pre-revolutionary Boston?

This Mother’s Day, create family memories that will be treasured forever with an amazing day on the water! Treat the mom in your life to a special Mother's Day Premier Brunch Cruise on Boston Harbor. While onboard, your family will enjoy chef-inspired, buffet entrees with a selection of wine, Champagne, and classic cocktails. Celebrate with dining and dancing from our climate-controlled interior, or soak in the picturesque backdrop of Boston’s skyline from our outdoor decks. Start a new tradition the whole family will enjoy and celebrate Mother’s Day on the water!

Celebrate New Year’s Eve on Boston Harbor with a four-hour dinner cruise, and enjoy an elegant evening of dining, dancing, and live entertainment. Watch as Boston’s top landmarks light up after dark, sit down to a three-course meal, then hit the rooftop lounge and dance floor for perfect views of the city skyline. This four-hour New Year’s Eve cruise on Boston Harbor includes dinner, and it’s the perfect way to kick off the new year in style! This Gold Package includes toast at midnight, bottle of Mumm Cuvee Napa and souvenir champagne flute per adult ticket!

This Mother’s Day, create family memories that will be treasured forever with an amazing night on the water! Treat the mom in your life to a special Mother's Day Premier Dinner Cruise on the Boston Harbor. While onboard, your family will enjoy chef-inspired, plated entrees with a selection of wine, champagne, and classic cocktails. Celebrate with dining and dancing from our climate-controlled interior, or soak in the picturesque backdrop of Boston’s skyline from our outdoor decks. Start a new tradition the whole family will enjoy and celebrate Mother’s Day on the water!

Our 4th of July Premier Dinner Cruise on the Boston Harbor is an unforgettable way to celebrate the 4th of July and experience the city from the water. While onboard, you’ll enjoy chef-prepared menus, creative cocktails, beer, wine, and Boston's most incredible views from the water. This holiday, celebrate with distinctive service from our climate-controlled interior and open-air outdoor decks while you cruise past Boston's skyline. Celebrate the nation’s birthday in a unique way, and experience Boston from the water! Please note there is no view of fireworks on this cruise.

This Father’s Day, create family memories that will be treasured forever with a Father's Day Signature Lunch Cruise on the Boston Harbor. Spend your day on the water with a chef-prepared lunch buffet, classic cocktails, and incredible views of Boston. Enjoy dining and music from our climate-controlled interior, or soak in the picturesque backdrop from our open-air, outdoor decks. Our lunch cruise is perfect for all ages, and is the perfect way to celebrate the dad in your life!

This Father’s Day, create family memories that will be treasured forever with an amazing day on the water! Treat the dad in your life to a special Father's Day Premier Brunch Cruise on the Boston Harbor. While onboard, your family will enjoy distinctive service with chef-inspired, plated entrees, and a selection of wine, beer, and classic cocktails. Celebrate with dining and music from our climate-controlled interior, or soak in the picturesque backdrop from our open-air, outdoor decks. Start a new tradition the whole family will enjoy and celebrate Father’s Day on the water!

Merry Christmas and happy holidays! We invite you to join us on this festive tour of Boston, where we’ll be visiting some of the city’s most beautiful holiday attractions and experiencing all the joy and cheer of the season. Begin your tour at the Old South Meeting House, a historic building that played a significant role in the American Revolution. Learn about the city’s history as you explore the building. Next, head to Readers’ Park, a charming spot to take a winter walk and see holiday light displays. Then, visit the Faneuil Hall Visitor Center to learn about the famous market and browse through its shops. After that, stop at Christopher Columbus Waterfront Park to admire the views of the harbor and the city skyline. Take a break and enjoy a hot drink to warm up. Finally, end your tour at Long Wharf, a lively waterfront area with restaurants, shops, and entertainment. Grab a bite to eat, do some last-minute holiday shopping, or simply soak up the festive atmosphere.