Catch a Last Breath of Summer On Boston Harbor

Boston Harbor provides a unique attraction in our city. A seaport rich in history, it has evolved as an area that is alive with recreation, hotels, museums, luxury residences as well as thriving commercial and retail districts. I’m frequently on the waterfront showing my clients condos and the exciting transformation of this area. A boating excursion on Boston Harbor last weekend reminded me of the special character that the water brings to our great city.

As summer draws to a close, I’d encourage you to consider spending time on Boston Harbor, too. It’s fun, there is a range of activities to explore, and there are options for all budgets. Here’s a list of some ideas to help round out your Labor Day Weekend plans:

Harbor Tours

  • Source: Boston Harbor Cruises

    Boston Harbor Cruises offers several tours of the harbor including a historic sightseeing tour, a tour of the Charles River locks and fireworks viewing cruises this Saturday night, where you can catch a scenic, harborside view of the fireworks in honor of Summer on the Waterfront and the Boston Arts Festival.

  • Charles Riverboat Company provides narrated architectural boat tours along the harbor and Charles River Basin, as well as incredible sunset cruises.
  • Boston’s acclaimed Odyssey is offering a collection of Labor Day Weekend dining cruises, including a champagne dinner cruise tonight, a Fireworks Dinner Cruise on August 31st and both a champagne and chocolate brunch cruise and a dinner cruise on Sunday, September 1st.
  • The Spirit of Boston is accepting reservations for their Fireworks Dinner Cruise (where parties of four or more can save 15%), and also offers lunch and dinner cruises throughout the holiday weekend.
Source: Boston Sailing Center

Charter Boats

There are scores of charter boats on Boston Harbor, from 20-foot motorboats to luxury vessels with plenty of room for hundreds of guests. Here are a few companies that offer charters departing right from downtown: Full Moon Yacht Charters, Boston Harbor Cruises, The Majestic Princess, Charles Riverboat Company. and Duchess of Boston Sailing Charters. A good way to find out which boat is ideal for you and your budget is to contact a professional charter broker who, at no additional cost, can help with recommendations and arrangements. Constitution Yacht Charters and Carol Kent Yacht Charters are well versed in charter options in the Boston Harbor.

Whale Watches

What better way to view these magnificent mammals than with the New England Aquarium and trained, on-board naturalists? Watches aboard a high-speed, comfortable and environmentally-friendly catamaran depart from Central Wharf and venture out to Stillage Bank Marine Sanctuary, home to minke, finback, humpback, pilot, and the critically endangered right whales. Boston’s Best Cruises, a multi-year Best of Boston Winner, is also a reputable resource for whale watches and offers all tickets for a reasonably priced $39.95.



After a long cleanup effort, Boston Harbor’s waters are blue, the fish are healthy, and sport fishing is alive here. These fishing boats, accessible right in downtown Boston, provide you with a boat along with an experienced captain and crew to help you catch that big fish you’ve been angling for: Reel Pursuit Charters, docked at Constitution Marina in Charlestown, Good Times Charters, departing from Constitution Marina or Rowes Wharf, City Slicker Charters, with pickup available at Rowes Wharf or the Courthouse Pier, C.J. Victoria Fishing Charters, Boston Sportfishing, Go Fish Sport Fishing Charters departing from Rowes Wharf and specializing in light tackle and fly fishing, and Flying Fish Charters departs from Rowes Wharf for light tackle and fly fishing in the Harbor Islands.

Sailing Centers

Boston Harbor is home to a number of sailing centers, including, Courageous Sailing Center in Charlestown, Boston Sailing Center at Lewis Wharf in Boston, and Black Rock Sailing School in Charlestown, which offers programs focused on keelboats.

Source: Boston Magazine

Sea Kayaking

Charles River Canoe and Kayak offers rentals, instruction and guides tours into the Harbor, including close-up views of historic landmarks and famed city sites.

Speed Boats

Looking for something fast paced?  Check out Codzilla, a thrilling, wet and wild 40-minute ride on a high-speed rig, known as a “water coaster”. Or, if you’d like to captain your own mini speed boat as you navigate Boston Harbor, then Boston Harbor Mini Speed Boats may be just the experience you’re looking for.

Although the end of summer is nearing, it’s not over and you can enjoy many of these activities on Boston Harbor well into the fall.