Massachusetts
Viewing Points

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Our most recommended Massachusetts Viewing Points

Boston: Buffet Lunch or Dinner Cruise on Boston Harbor

1. Boston: Buffet Lunch or Dinner Cruise on Boston Harbor

Admire the sights of Boston with a 2-hour lunch or 3-hour dinner cruise on Boston Harbor. Savor an extensive buffet aboard the Spirit of Boston, and visit any of the 3 climate-controlled decks to watch the city glide by. Upon arrival, receive a personal greeting and have your photo taken by the ship's photographer to capture the memory. After being seated at your private table, feast on your lunch or dinner buffet consisting of creative meals prepared fresh daily. While you eat, listen to tunes from an onboard DJ. After your meal, go out on deck for panoramic city views. SAMPLE BUFFET MENU Salads Caesar Salad Romaine Lettuce | Aged Reggiano Parmesan Cheese | Herb Croutons Bow Tie Pasta Salad Scallions | English Cucumbers | Roma Tomatoes | Dill & Mustard Vinaigrette Vegetables, Potatoes, and Pasta Roasted Broccoli Florets, Creamed Corn and Cheddar Cheese Casserole, Mashed Potatoes Entrees Baked Ziti Pasta, Oven-Baked Atlantic Flounder, Filet Honey, and Sesame Chicken, Italian Beef Meatballs, Braised Beef Short Ribs Desserts Seasonal Spirit Dessert Display Please note that menu items are subject to change.

Martha's Vineyard: 6 Town Island Group Tour

2. Martha's Vineyard: 6 Town Island Group Tour

Tour the 100 square mile island of Martha's Vineyard and hear the charming history of its 6 towns from a local guide. As you drive across the picturesque island, admire curiosities like America's oldest carousel and the cliffs of Aquinnah. Start in Oak Bluffs, known for its distinctive Victorian architecture with 300 colorful cottages designed to look like gingerbread houses. Turn a corner and see "The Flying Horse Carousel," America’s oldest carousel, operating since 1876. Continue to Edgartown, with its quaint harbor complete with an 80-year-old lighthouse. A former hub for the whaling industry, admire the stately Greek revival mansions built by ship captains. Travel along the idyllic countryside and small fishing villages before stopping for some clam chowder or lobster bisque in Menemsha. Next, arrive at the technicolor cliffs of Aquinnah before swinging by the bridge made famous in the movie Jaws.

Foxwoods, CT: 33-Story Building Zipline Flight Pass

3. Foxwoods, CT: 33-Story Building Zipline Flight Pass

Journey to the rooftop of Fox Tower at Foxwoods Resort Casino, 350 feet off the ground. Feel the cool, crisp, air under you as you soar over the treetops at nearly 60mph, arriving a mile away at the Mashantucket Pequot Museum and Research Center, with a smile from ear to ear! There is no other experience in Boston, New York or America quite like it! If you wish to visit the Pequot Museum after your flight, a $10 discounted entry ticket is available for purchase at the front desk. Once your flight is complete, a complementary shuttle will return you from the Musuem landing area back to the HighFlyer ticket counter. Souvenir photos and merchandise are available for purchase before and after your flight.  

Boston: New England Harbor Cruise

4. Boston: New England Harbor Cruise

Boston Harbor is home to 34 islands and nearly every island has a story to tell. From its fortifications and hauntings to lighthouses and wildlife sanctuaries, the harbor is full of rich and unique history that will keep your attention throughout the trip.  Notable things to see include the Old North Church, Bunker Hill Monument, USS Cassin Young, the USS Constitution, Fort Independence, Boston's Seaport District, and Spectacle Island. The motor yacht's design was inspired by classic New England 1920s style steamships. She is one of the most comfortable and versatile cruise vessels in the Boston Harbor. She is 115-feet in length, features six bathrooms and provides ample seating throughout the ship. She is built for taking groups of people on spectacular sightseeing adventures. Thus, she is excellent for taking out groups of friends and family to see the harbor. Sit back and relax in the climate-controlled cabin or enjoy the sea breeze on the open top deck. During your harbor cruise, the captain will provide narration and the crew will be around to assist in making your trip more comfortable. Be sure to visit the fully stocked bar on the main deck to purchase refreshments.

Boston: Harbor Champagne Sunset Sail from Rowes Wharf

5. Boston: Harbor Champagne Sunset Sail from Rowes Wharf

Embark on a sightseeing sunset cruise on Boston harbor and soak up the views of the famous skyline. Admire city highlights, including the Inner Harbor Islands and the Boston Fish Pier.    Board an elegant sailing yacht, the ' Adirondack III.' Travel in style on a classic 80 foot pilot schooner that is comfortable and spacious. Glide smoothly over the water and have the option of purchasing a refreshing drink at the onboard bar. Admire views of the historic scenery of Boston Harbor as you pass by the Boston Fish Pier and the Moakley Federal Courthouse at Fan Pier. Capture pictures of Castle Island and the Donald McKay monument. Cruise through the Inner Harbor Islands. Step back in time as you cruise by the historic Charleston Navy Yard. Go by the lush greenery of the Waterfront Park and take in the modern architecture of buildings like the New England Aquarium. Take a selfie in front of the Boston skyline. Have your questions about the sights and history of Boston Harbor and its surrounding areas answered by the attentive crew. Hear facinating facts and old-time legends about the maritime world of Boston. Return to your meeting point at the end of the tour.

Boston: Downtown Harbor Sailing Cruise

6. Boston: Downtown Harbor Sailing Cruise

Experience Boston like never before onboard the 80-foot pilot schooner Adirondack III. Enjoy a round-trip of smooth sailing, with some invigorating speed to boot. Within minutes of leaving dock, you’ll forget the distractions of life on land as you experience the joy of a sailing adventure. Cruise past landmark attractions, such as the Boston Fish Pier, Moakley Federal Courthouse at Fan Pier, and Castle Island. Drift past the Inner Harbor Islands and see the historic Charleston Navy Yard. Look out for the green oasis of Waterfront Park and the home to hundreds of marine critters, including sharks and sea turtles, at New England Aquarium. Your knowledgeable captain and crew will be on hand to answer questions about the sights and history of Boston Harbor and its surrounds, from interesting facts to old-time legends. Wines and local micro beers are available to purchase onboard, while complimentary soda and water will keep you hydrated along the way.

Boston: Sunset Cruise

7. 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.

Downtown Boston Harbor Weekend Cruise with Brunch

8. Downtown Boston Harbor Weekend Cruise with Brunch

Weekends are a time for relaxing and getting your days started the right way. Join a Mimosa and Bloody Mary Cruise aboard the elegant Northern Lights to jump start your relaxation mode. While aboard, choose from a variety of mimosas and bloody Mary's. Enjoy the gourmet brunch buffet and select a cozy seat aboard the Northern Lights as you cruise around Boston Harbor to capture panoramic views of Boston. This is the perfect event for groups looking to entertain guests from out of town. You can see the sites without giving up a relaxing weekend. Small bridal parties can be accommodated and next day wedding parties. The Brunch Cruise offers the perfect event for individuals or a group looking to celebrate and relax. Also, see historic sites along the harbor such as: the harbor islands (Castle Island, Deer Island, Spectacle Island, Long Island, Lovells Island, Georges Island) Independence Fort, Bunker Hill Monument, USS Cassin Young, USS Constitution, Old North Church, Boston’s Seaport District with historic Fishing Markets and Boston’s incredible skyline.  The brunch menu includes pastries, granola, yoghurt, smoked salmon, bagels, fruit, scrambled eggs, potato hash, bacon, ham, salad, and dessert.

Boston: Summer Nights Sunset Trolley Tour

9. Boston: Summer Nights Sunset Trolley Tour

Discover Boston’s illustrious story aboard Old Town Trolley on this exciting new sunset tour. Watch the city skyline fade into the night over the Charles River. See the moonlight light up Boston’s cobblestone streets and colonial architecture as guides show you the city’s most iconic locations. Take in all the picturesque scenery as you pass by iconic locations such as the North End, Boston Harbor, the Boston Commons, the Massachusetts State House, Boston Public Library, the Bunker Hill Bridge, TD Garden, the Museum of Science, Trinity Church, John Hancock Tower, and Cambridge. Discover the rich history of America’s Cradle of Liberty on this 90-minute tour. Witness history come to life as soft music and lively narration set the stage for a beautiful sunset over the Charles River.

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

10. Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Start a journey through the less-explored part of Massachusetts. Discover scenic beaches and historic towns as you drive, listen to the stories provided on the tour app, and stop for photos throughout the tour whenever you like. Begin the tour in Gloucester. When you drive, the app will provide instructions on how to use it. Then, head toward State Fort Park where you will hear about the Tablet Rock. From there, move on to the Fisherman’s Wives memorial and learn about its significance. Proceed on to the Fisherman’s Memorial over the Blynnman Canal Bridge before stopping for a stroll at Gloucester HarborWalk. Enjoy the view of the sea and pay a visit to the Maritime Museum, if you want. Next, see whales from the Cape Ann Whale watchpoint before discovering one of the oldest colonies in the U.S., Rocky Neck Art Colony. Make further stops at Niles Beach, Beauport Mansion, Eastern Point Lighthouse, Good Harbor Beach, and Pebble Beach. After Pebble Beach, you will be approaching Rockport before beginning the return journey to Gloucester. This part of the tour has some trivia and interesting spots to keep you engaged. On the way back, pass Halibut Point State Park and Harvey Reservation. If you want, you can take a break at Plum Cove Beach after the park. The tour then concludes at the Goose Cove reservation.

Frequently asked questions about Massachusetts Viewing Points

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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 147 reviews

The sunset cruise was a beautiful way to see the Boston skyline. There’s a lot of space and seating. The cruise also makes sure to stop and let passangers see the USS Constitution shoot it’s evening cannon. Great experience for the price!

Best weather of the year! Had a great waiter! Food was good and plentiful! Higgins was extremely attentive to our needs going above and beyond! Planning on returning next year!

Incredible!!! The view from the top was stunning. You really do “fly” down to the bottom. Def an experience for the books!

Fantastic experience! Crew was excellent! They were all friendly, informative and accommodating!

Staff are fabulous. Some rude passengers but that can't be helped.