Top Massachusetts On the Water

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.

Cruise through Boston Harbor on the Yacht Patriot, a modern take on a 1920s yacht, for an intimate 1.5-hour cruise. We offer a daytime narrated tour, that allows guests to dive into the rich history of Boston as a local guide highlights key landmarks like the USS Constitution, Bunker Hill Monument, and the historic waterfront. We also offer a non-narrated sunset cruise option that will cruise by the USS Constitution to watch the cannon fire at sunset. Both experiences offer unobstructed views and a relaxing atmosphere away from the city's hustle.

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Snap photos of Boston's coast from the water and feel free to ask the captain or crew questions about the passing landmarks.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed boat in Boston that gets to and from the whales in the least amount of time possible. Look out for humpback and fin whales, plus Atlantic white-sided dolphins, with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

Enjoy unparalleled views of the Boston Harbor from the water during this 90-minute sightseeing cruise. Set sail aboard a classic tall-ship schooner. Enjoy plenty of time to ask the captain and crew about local landmarks and Boston’s history. You'll also have plenty of time to relax. Soft drinks and alcoholic beverages are available to purchase, including several beers brewed right in South Boston.

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff on Cape Cod. Our tours stay at low numbers so that it is a fun and unique experience for every participant. Our equipment is always top of the line and this area is perfect for all levels of kayakers.

Hop into a duck boat—s renovated World War II amphibious vehicle—for a comprehensive city sightseeing tour of Boston. Pass Boston Common, Quincy Market, the Celtics' home turf at TD Garden, and much more. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features a meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night, or head to the dance floor for music and fun in the ship’s nightclub.

Cruise Boston Harbor aboard a luxury yacht, complete with superb city views and a buffet brunch featuring both breakfast and lunch offerings. For 2-hours you'll explore the waters from Rowes Wharf to the Charlestown Naval Yard and back, sailing past sights such as Castle Island and Boston Light. Spend some time enjoying the yacht's three climate-controlled decks or dancing to the sounds of a live DJ mix.

Beat the Boston heat and get out on the water on this dog-friendly harbor cruise. With your group and your canine companion, board the cruise boat and set sail. Learn about Boston's history and sights including the Seaport District, Castle Island, USS Constitution, and North End from live narration onboard, and relax during Boston’s long summer days in the company of your dog.

Spend two hours sailing on the Boston Harbor as the sun goes down, taking in the sights of the city skyline. Your captain will set sail and take you on a smooth cruise along the waterfront in a comfortable schooner, with a friendly and informative crew who’s happy to help you have the best possible experience while you’re on the water.

Give yourself the best chance of seeing whales in the wild on this half-day boat tour from Gloucester to the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. Once there, look out for humpback and fin whales, plus Atlantic white-sided dolphins and harbor porpoises with the help of a naturalist guide. The on-board galley offers hot meals, snacks and beverages for purchase during the trip.

Experience a fast and furious thrill ride across Boston Harbor on Codzilla. This boat has been described as a “water coaster” for its exciting spins and turns at up to 40 miles per hour. The wet and wild ride features lots of loud music and an adventure that’s fun for the entire family.

Discover a whole new side of baseball history with the help of a guide on this tour of Fenway Park, one of baseball’s most beloved stadiums. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum. It’s ideal for baseball fans, be they locals or tourists.

Visit Martha's Vineyard highlights on this half-day, small-group tour from Oak Bluffs. Make the most of your time on the island as you check out Oak Bluffs, Edgartown, and the Aquinnah Cliffs, learning stories about island history and cultures along the way. This Martha’s Vineyard tour is limited to 14 people for personal service from the local guide, and it includes a 15-minute break to explore the Aquinnah Cliffs.

You may be asking yourself how in the world can I eat ice cream while out on the water paddle boarding? Well, thanks to Kool Beans Ice Cream Boat on Waquoit Bay you can! We are combining two of the best summer experiences ever and offering ice cream socials...on a SUP! We will meet at Great River Boat Ramp in Mashpee and paddle board or kayak our way over to the Kool Beans Ice Cream Boat where you can choose from various tasty ice cream novelties or an iced coffee or frappuccino to enjoy on the board. This is a great way for families and friends to enjoy time together on the water while encountering the gorgeous scenery that Cape Cod is so well known for. You’ll have opportunities to see salt marshes, coastal birds, aquatic life and local oyster farms. We will also have plenty of time to explore and play. All skill levels and ages are welcome, including beginners. Smaller children can ride along with a parent and must wear a life jacket.

Enjoy lunch on the waters of Boston Harbor during this cruise aboard the "Odyssey Boston." You'll have the chance to admire views of the city skyline and seaport from the boat decks, plus listen to live music. The 3-course lunch includes a starter, main course, and dessert. This is a relaxing way to see the city from another perspective.

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

Set sail at along the Massachusetts' North Shore, during your visit to Salem. Board the historic schooner yacht What and If and drift along the coastline, taking in the sights of Salem. Relax on the deck or take a turn at the wheel of this beautifully restored classic sailing yacht, which was built in 1939 by General George Patton. Soft drinks and bottled water are provided, and a cash bar is available on board.