Top Massachusetts On the Water - page 2

What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. Feel free to bring your own food along if you prefer, but please no outside beverages and no coolers. Mimosas are $5 all morning! We also have our full drink menu available including local craft beers, cocktails, wine, soda, juice, and water. We accept Apple Pay, credit cards, or cash onboard.

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.

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.

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.

Discover the enchanting beauty of East Sandwich's Great Marsh! Immerse yourself in stunning wildlife, scenic vistas, and the tranquility of nature as you kayak through this picturesque sanctuary. The Sandwich Great Marsh is a must see location for paddlers on Cape Cod. Its natural scenery and beauty is unmatched. We provide top of the line equipment and have been rated the Best of Cape Cod twelve years in a row. With our rentals you can go at your own pass and take your time in this amazing location. The rentals include staging and transportation of the equipment so you never have to lift or move anything on your own. Come join RideAway, the number one adventure outfitter on Cape Cod, and see the Cape like never before.

Enjoy Boston from the water while dining on a delicious buffet lunch on this cruise. See an array of top landmarks including Bunker Hill, the World Trade Center, and the site of the 1773 Boston Tea Party. After lunch, head up to the top deck—the largest outdoor patio deck in town.

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.

Take a cruise along the Charles River for a chance to see some of Boston’s most beautiful historic and contemporary architecture. Pass important landmarks such as Marriott’s Custom House, the Prudential Building, and the Hancock tower and listen to live commentary onboard about the history, architecture, and design of these buildings.

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.

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.

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.

Relax, reset, and reconnect with nature during Sunset SUP & Sound Bath, a deeply calming wellness experience on the tranquil waters of Hopkinton State Park. This unique sunset session combines gentle stand‑up paddleboarding with a guided floating sound bath, creating the perfect environment to unwind as the day comes to a close. Led by certified instructors and sound practitioners, participants paddle to a peaceful area of the lake where boards are anchored securely. As the sun sets, you’ll rest comfortably on your board while soothing sound vibrations—such as singing bowls and chimes—wash over the water, encouraging deep relaxation and mindfulness. No prior paddleboarding or sound bath experience is required. This beginner‑friendly experience is ideal for travelers seeking a serene, restorative evening activity surrounded by natural beauty.

Celebrate a special occasion or just enjoy the company of your family and friends on this leaf-peeping Boston Harbor brunch cruise. On board a 1920s-style yacht, the Northern Lights, you’ll sail through Boston Harbor, cruise past the Harbor Islands, and spot landmarks and beautiful fall scenery along the way. Indulge in a fresh, gourmet brunch prepared by the onboard chef as you take in the waterfront views.

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

Enjoy the beauty of Boston illuminated on this 1-hour evening cruise. Coast past sights like the Old North Church, Independence Wharf, the U.S.S. Constitution, the New England Aquarium, and more. Choose between open-air seating on the top deck, with blankets available, or stay cozy in the interior cabin. Alcohol, water, soda, and snacks are available for sale.

Nantucket Island, located 30 miles off the coast of Cape Cod, is famous for its beautiful beaches, wildlife refuge, and excellent saltwater fishing. Explore the best the island has to offer and catch a few fish on this private, guided adventure. Your guide will use a wealth of local knowledge to find the perfect spots, based on weather and tide conditions and your own preferences.

Start your day feeling calm, balanced, and energized with Rise & Shine SUP Yoga, a peaceful morning yoga class held on a stand‑up paddleboard in Chelmsford, MA. This unique outdoor experience blends gentle yoga flow with the soothing movement of the water, offering a refreshing way to wake up both body and mind. Led by certified instructors, this beginner‑friendly class takes place on calm, protected waters and is suitable for all fitness levels. No prior paddleboarding or yoga experience is required—just a desire to move, breathe, and connect with nature.

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

Combine an indulgent brunch with a sightseeing boat tour on this two-in-one festive outing. Meet at Rowes Wharf, and hop aboard the *Northern Lights*, 1920s-style yacht. Over the course of several hours, you’ll see landmarks ranging from the Bunker Hill Monument and USS Constitution at Charlestown Navy Yard to Castle Island and beyond. You’ll also enjoy a holiday buffet brunch onboard.

Set sail on a private catamaran adventure aboard the Fountaine Pajot Mahe 36 Evolution, designed to accommodate up to 6 guests or more with prior arrangement). Captained by the knowledgeable Capt. Lu, enjoy the scenic Gloucester Harbor and rugged Cape Ann coastline in a relaxed atmosphere. This sailing experience is perfect for families, couples, and small celebrations, providing ample space to unwind and explore at your own pace. - Experience Gloucester's coastline from a spacious 36-foot catamaran - Tailored trips for special occasions like birthdays and proposals

Join our wonderful, professionally trained guides for an unforgettable evening adventure designed to beautifully wrap up your day. From the moment you set out, our knowledgeable guides are there to ensure your safety, comfort, and confidence on the water. More than just expert paddlers, they are passionate storytellers and local experts who bring the surroundings to life. As you glide across calm waters under the changing colors of the sunset, they will share fascinating insights about the islands, marine life, local ecosystem, and natural wonders you encounter along the way. Whether you’re spotting wildlife, learning about the area’s history, or simply soaking in the peaceful atmosphere, our guides make sure the experience is engaging, educational, and truly memorable.

This 90-minute journey on a catamaran is the fastest and most luxurious way to travel to Cape Cod, where restaurants, beaches, shopping and nightlife await.

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.