Boston Harbor’s cruise offerings deliver the city’s best maritime experiences without the tourist traps. The most worthwhile options include the historical sightseeing tours, where knowledgeable guides share authentic stories about Boston’s waterfront past. We love the sunset yacht cruises – they’re intimate, include the traditional cannon firing, and offer spectacular city views. For nature enthusiasts, the high-speed whale watching catamarans provide reliable sightings from spring through fall. Seasonal highlights include fall foliage brunch cruises and cozy holiday excursions on classic vessels. Let’s explore the harbor’s top-rated boat tours.

Key Points

  • Panoramic views of the Boston skyline, complimentary hot cocoa, and an intimate experience on the Cocoa and Carols Holiday Cruise.
  • Guided historical sightseeing cruise featuring iconic landmarks and free cancellation.
  • Scenic autumn foliage cruise with gourmet brunch, mimosas, and stunning harbor views.
  • Classic yacht cruise with commentary on landmarks, cannon fire at sunset, and a fully stocked bar.
  • High-speed whale watching catamaran cruise with expert naturalist guides and close encounters of marine life.

Boston: Cocoa and Carols Holiday Cruise

Boston: Cocoa and Carols Holiday Cruise

If you’re looking to get into the holiday spirit in Boston, the Cocoa and Carols Holiday Cruise is a delightful option.

This 1.5-hour cruise aboard a classic yacht offers panoramic views of the Boston skyline while you enjoy festive carols and sip complimentary hot cocoa.

With limited capacity for a small group experience, you’ll be treated to a cozy, intimate atmosphere with 1920s-style decor.

While onboard, you can also purchase light snacks and beverages.

The cruise departs from 60 Rowes Wharf, so be sure to arrive 15-30 minutes early.

With an overall rating of 4.8/5 and free cancellation, this cruise is a must-do for a festive holiday outing in Boston.

Read our full review: Boston: Cocoa and Carols Holiday Cruise Review
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Boston: Historical Sightseeing Cruise

Boston: Historical Sightseeing Cruise

For those seeking to explore Boston’s rich history, the Boston Historical Sightseeing Cruise offers an engaging and informative experience.

This 1-hour cruise takes you past iconic sights like the USS Constitution, Bunker Hill Monument, and Old North Church, with a live guide providing fascinating commentary.

You’ll also enjoy panoramic views of the Boston skyline and Harbor Islands.

With prices starting at €43.56 per person and free cancellation up to 24 hours in advance, it’s a flexible and affordable way to discover Boston’s maritime heritage.

Wheelchair-accessible and offering onboard amenities, this cruise is a must-do for history buffs and sightseers alike.

Read our full review: Boston: Historical Sightseeing Cruise Review
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Boston Harbor Fall Foliage Weekend Brunch Cruise

Boston Harbor Fall Foliage Weekend Brunch Cruise

Gliding along the picturesque Boston Harbor, the Fall Foliage Weekend Brunch Cruise offers a unique opportunity to admire the vibrant autumnal hues while indulging in a delectable brunch.

You’ll be treated to a sumptuous spread of breakfast classics, from fluffy scrambled eggs to crisp bacon, accompanied by freshly baked pastries and seasonal fruit.

As you sip on mimosas or hot coffee, you’ll be captivated by the stunning views of the harbor and the stunning fall foliage lining the shoreline.

This leisurely cruise is the perfect way to spend a crisp autumn day, combining the beauty of nature with the delight of a gourmet brunch.

Read our full review: Boston Harbor Fall Foliage Weekend Brunch Cruise Review
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Boston: Harbor Sunset Yacht Cruise

Boston: Harbor Sunset Yacht Cruise

Elevate your Boston experience with the enchanting Boston: Harbor Sunset Yacht Cruise. From $49.95 per person, you’ll cruise aboard the classic yacht Northern Lights for 2 hours, basking in the harbor’s beauty.

Enjoy commentary on iconic landmarks like Fort Independence and the USS Constitution, even witnessing cannon fire at sunset. With a fully stocked bar, climate-controlled cabin, and ample seating, you’ll cruise in comfort.

Though some note long drink lines and chilly weather, the complimentary coffee and cocoa are a welcome touch. With an overall 4.7/5 rating from 478 reviews, this cruise offers excellent value and an unforgettable way to experience Boston’s harbor at sunset.

Read our full review: Boston: Harbor Sunset Yacht Cruise Review
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Boston: Whale Watching Catamaran Cruise

Boston: Whale Watching Catamaran Cruise

Witness the majestic marine life of Boston Harbor aboard the exhilarating Boston: Whale Watching Catamaran Cruise.

This high-speed vessel offers unparalleled views and a unique opportunity to spot humpback, fin, and minke whales in their natural habitat. The expert naturalist guides will share fascinating insights about the whales’ behaviors and the local ecosystem.

Cruise along the harbor, keeping an eye out for pods of playful dolphins and seabirds soaring overhead.

With its spacious decks and comfortable seating, the catamaran provides an unforgettable whale watching experience.

Don’t miss the chance to witness these magnificent creatures up close and personal on this thrilling adventure.

Read our full review: Boston: Whale Watching Catamaran Cruise Review
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Boston Harbor: Fall Foliage Luncheon Cruise

Boston Harbor: Fall Foliage Luncheon Cruise

Enjoy the stunning autumnal colors of Boston Harbor on the lively Boston Harbor: Fall Foliage Luncheon Cruise.

This 2-hour cruise showcases the vibrant hues of the season as you sail past iconic landmarks like the Bunker Hill Monument and the USS Constitution.

Savor a delectable luncheon featuring locally-sourced ingredients while sipping on a refreshing beverage.

Snap photos of the picturesque Boston skyline and the breathtaking harbor views.

Whether you’re a local or a visitor, this cruise provides an unforgettable way to experience the beauty of fall in Boston.

It’s a perfect outing for families, couples, or groups seeking a unique and memorable way to explore the city’s waterfront.

Read our full review: Boston Harbor: Fall Foliage Luncheon Cruise Review
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The Sum Up

Boston Harbor offers a variety of captivating cruises and boat tours to suit everyone’s interests. Whether you’re craving a festive holiday experience, seeking historical insights, or wanting to admire the autumn foliage, there’s a cruise that’ll make your visit to the city even more memorable. Don’t miss the chance to explore Boston’s waterfront from a unique vantage point and create lasting memories.