Massachusetts
Sunset Tours

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Our most recommended Massachusetts Sunset Tours

Martha's Vineyard: All Island Tour

1. Martha's Vineyard: All Island Tour

Sit right back and enjoy the most unique tour on Martha's Vineyard. Hop on an exciting fun-filled bus and hear about the fascinating history of the area narrated by 3rd and 7th generation islanders. Start at the amazing town of Oak Bluffs (once known as Cottage City) where you will learn about the Methodist Campgrounds and their history of bringing tourism to MV.  Next, travel through Vineyard Haven (also known as Tisbury), the oldest port of 200 years and hear about the hardships of living on an island devastated by fire in 1888 and ransacked by General Grey in 1778. See the beautiful vistas of rolling hills and ancient stone walls as you make your way to the western side. Learn about the af/am heritage and how the island became a stop on the underground railroad. Hear about the indigenous peoples of Martha's Vineyard and how Thomas Mayhew converted the Native Americans to Christianity. After this, the south shore and two sounds blanket the island and have a gorgeous chain of islands called the Elizabeth Islands that have an amazing history of their own. Watch a screen that shows what certain sites looked like in the 1800s to get a better view of how we have evolved. Don't forget the movie JAWS, there will be many sites to see where all the scenes from the movie were filmed. End the tour with a gift bag including maps, guides, coupons, and handmade trinkets. There are plenty of opportunities for photos and much more.

Boston: Sunset Cruise

2. Boston: Sunset Cruise

Meet at Rowes Wharf and set off on a guided boat tour. This sunset cruise will give you unparalleled views of Boston's famous landmarks. Escape the heat and admire Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. Your expert guide will be able to tell you about some of the city's landmarks and history. As evening sets in, the sunset cruise will highlight popular and famous scenes set at Boston Harbor from both past and present. Snacks and cold beverages including water, juice and soda; as well as a full bar, are available on every boat.

Boston: Harbor Sunset Yacht Cruise

3. Boston: Harbor Sunset Yacht Cruise

Embark on a sunset yacht tour of Boston Harbor. Step aboard the classic Northern Lights yacht, a coast guard certified vessel with a captain and crew. The motor yacht Northern Lights is stylized after the classic New England 1920s-style steamships. Sit back and relax in a climate-controlled (with heating and air-conditioning) cabin, or enjoy the sea breeze on the open-top deck. Be sure to visit a fully stocked bar on the main deck to purchase refreshments by credit card, to sip refreshing drinks as you cruise along the harbor. The Northern Lights yacht is one of the most comfortable and versatile cruise vessels in Boston Harbor, at 115 feet in length it features six bathrooms and provides ample seating throughout the ship for up to 149 passengers. Built for taking groups of people on spectacular sightseeing adventures, she is the perfect vessel for taking groups of friends and family out to see the harbor.

Boston Harbor Champagne Sunset Sail from Rowes Wharf

4. Boston Harbor Champagne Sunset Sail from Rowes Wharf

A perfect way to wind down after work or begin a night of romance...    Experience a beautiful Boston harbor sunset on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. You will be aboard the most elegant sailing yacht in town, Adirondack III - a classic 80 foot pilot schooner.     She is a smooth, gentle sailing vessel with some speediness to boot, the Adirondack III offers a comfortable ride for you and your loved ones.  Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of a sunset sailing cruise aboard a stellar vessel.  Enjoy the historic scenery of Boston Harbor:  The Boston Fish Pier The Moakley Federal Courthouse at Fan Pier Castle Island and the Donald McKay monument Inner Harbor Islands Charleston Navy Yard Waterfront Park The New England Aquarium Your knowledgeable captain and crew are always ready to answer your questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer. Ask them anything you'd like to know. Come enjoy the ride, see the sights and have a drink with us!

Boston Harbor: Full Moon Cruise

5. Boston Harbor: Full Moon Cruise

The cruise will start from Rowes Wharf and head out towards the fish pier and logan airport. Boarding begins 30 minutes prior to departure. During the cruise, you will be right under the flight path of Boston Logan Airport and hear the engines roar as the planes land and take off. We will head towards the Boston Harbor Islands and then back to the dock along the East Boston and Charlestown waterfronts. View the USS Constitution, the United States Navy's oldest commissioned ship, in all its splendor under the moonlight. There is a full service bar and light snacks available for sale during your cruise. You can also select an option to have a glass of prosecco included in your ticket.

Boston: Guided Night Tour with Sunset Cruise

6. Boston: Guided Night Tour with Sunset Cruise

Step back into the American Revolution and view the very best sites and attractions of Boston on a guided sunset cruise and nighttime walking tour. Join a local expert guide and uncover the story of Boston with historic highlights and personalized recommendations. Begin your tour of Boston with a pickup from your hotel in the downtown area. Kick off your night in Boston with a scenic sunset cruise on Boston Harbor. Relax and take in the breathtaking panoramic views of the city skyline illuminated at night. Next, back on land, your local guide will take you on a narrated walking tour of the North End neighborhood. Stop outside the famous Skinny House, the narrowest house in Boston. See the historic Old North Church, the George Robert Fountain, and the Paul Revere House. You will have the opportunity to grab a quick pastry from Mike's Pastry at the end of your tour. Finally, be returned to your hotel in Boston so you can enjoy the rest of the night.

Frequently asked questions about Massachusetts Sunset Tours

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Other Sightseeing Options in Massachusetts

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What people are saying about Massachusetts

Overall rating

4.3 / 5

based on 44 reviews

A great way to see the harbor when you are limited on time. The sunset was beautiful. Hearing the canons fire at dusk among other Boston landmarks made it more than just a boat ride.

Very good times, enjoying in small cruise for Boston skyline since Fort Independence until the gun of Constitution Ship at sunset, very clean and nice staff

It was very informative. The bartender took good care of me with the cognac. I’ll be back. Thanks

We loved the DJ and the free tea. A little traumatized by the canon but that’s okay.

Relaxing and scenic, and the crew was knowledgeable and accommodating.