Boston’s waterfront isn’t just a backdrop for historic landmarks like the USS Constitution or Faneuil Hall—it’s the stage for some of the most memorable ways to experience the city from the water. With a coastline shaped by centuries of maritime activity, Boston offers everything from relaxing sunset cruises to adrenaline-pumping thrill rides, all giving you a fresh perspective on the city’s iconic skyline and historic sites. Whether you’re after a romantic evening sail, a family-friendly adventure, or a lively party on the water, Boston’s boat tours deliver.
This guide rounds up the best cruises and boat tours in Boston, helping you pick the right experience for your interests and schedule. From classic tall ships to high-speed thrill boats, each offers something unique. To help you decide, I’ve included detailed descriptions, practical insights, and honest reviews to give you a clear picture of what to expect.
1. Boston: Harbor Champagne Sunset Sail from Rowes Wharf
At number one, this Harbor Champagne Sunset Sail offers a quintessential Boston experience. For $82 per person, you’ll board a classic sailboat for a 2-hour cruise that ends with a breathtaking sunset over the harbor. The crew provides insights into Boston’s waterfront landmarks as you sip on beer, wine, champagne, or soft drinks available for purchase. What makes this tour stand out is the intimate setting—perfect for couples or small groups seeking a peaceful, scenic evening. Reviewers highlight the attentive crew and incredible sunset views, often calling it “a lovely way to unwind after a busy day.” A key tip: bring a jacket if you’re sensitive to the breeze, as sitting on the water can be cool after sunset.
Bottom Line: An elegant, relaxed option ideal for romantics or anyone wanting to enjoy Boston’s skyline in style.
2. Boston Harbor Sunset Cruise
For around $54.45, this Boston Harbor Sunset Cruise is a well-rounded option at 2 hours long. It takes you past Old North Church, Charlestown Navy Yard, and Leonard P. Zakim Bunker Hill Memorial Bridge. As a bonus, you’ll hear the cannon fire from the USS Constitution at sunset, adding a historic touch. You can choose to relax on the open-air deck or inside the cabin, with drinks and snacks available for purchase. Reviewers appreciate the relaxing pace and spectacular views, with one noting, “the sunset and city lights are mesmerizing.” It’s a good pick if you want a longer, scenic ride that combines history and beauty.
Bottom Line: A solid, relaxing sunset cruise with iconic sights and a historic cannon shot that keeps the experience lively.
3. Boston: Boston Harbor Sunset Cruise
At just $31, this Boston Harbor Sunset Cruise offers great value for a 1.5-hour guided tour. It features views of the USS Constitution, Boston skyline, and the city’s main attractions. The knowledgeable guide shares commentary as you soak in the sunset and the glow of the city lights. Reviewers mention the captain’s effort to give everyone good views, making it suitable for small groups or families. If you’re on a budget but still want the sunset experience with commentary, this cruise hits the mark.
Bottom Line: An affordable, intimate cruise perfect for sunset lovers and those wanting a guided experience.
4. Classic Tall Ship Sightseeing Cruise of Boston Harbor
If you’re craving an authentic sailing adventure, this Tall Ship Sightseeing Cruise is a standout. Usually lasting around 90 minutes, it features a classic schooner, the Liberty Star, offering spectacular views of Boston’s skyline. The crew invites you to ask questions about local landmarks and even get involved in hoisting sails or steering the ship, making it especially engaging. Many reviews praise the friendly crew and the chance to learn about Boston’s maritime past firsthand. The option to bring your own lunch or buy drinks onboard adds flexibility. It’s best suited for those interested in sailing and history alike.
Bottom Line: A fun, educational sailing experience delivering a hands-on perspective on Boston’s waterfront.
5. Boston: City Cruises Harbor Codzilla High Speed Thrill Boat
For adrenaline seekers, the Codzilla High Speed Thrill Boat offers a 45-minute blast at up to 40 mph. With 2800 horsepower underfoot, this ride is loud, wet, and full of spins, with music pumping and crew entertaining. It’s a lively experience that’s perfect for groups looking for a quick, action-packed thrill. Reviews highlight the fun guides and the excitement of flying over the water, with one saying, “super fun and definitely a memorable ride.” Just be ready to get soaked!
Bottom Line: Best for thrill-seekers who want a fast, wild ride with plenty of laughs and adrenaline.
6. Boston: Downtown Harbor Sailing Cruise
This Downtown Harbor Sailing Cruise is a peaceful 1.5 to 2-hour trip on a classic schooner, sailing past Inner Harbor Islands. With a friendly crew, you’ll enjoy the feel of the wind and see landmarks like the New England Aquarium and Moakley Federal Courthouse. The relaxed pace and complimentary soda make it suitable for families or anyone wanting a tranquil afternoon on the water. Reviewers mention the well-maintained boat and the engaging crew, emphasizing the enjoyable sailing experience.
Bottom Line: A laid-back, scenic sail ideal for relaxing and sightseeing.
7. Boston: City Cruises Sunset Skyline Cruise with Commentary
At $55 for 1.5 hours, this Sunset Skyline Cruise combines stunning sunset views with informative narration. It passes notable spots like Castle Island, Old North Church, and the USS Constitution, with the captain sharing insights along the way. One reviewer called it “a great way to see the city at sunset,” appreciating the combination of beauty and storytelling. It’s perfect if you want to learn about Boston’s landmarks while enjoying a sunset backdrop.
Bottom Line: A balanced mix of scenic beauty and educational commentary for sunset enthusiasts.
8. 90-Minute Boston Harbor Sunset Sightseeing Cruise
This 90-minute Sunset Sightseeing Cruise offers a relaxed way to enjoy Boston at dusk. It includes views of the USS Constitution’s cannon shot, making it lively and engaging. Reviewers say the captain’s informative commentary and the scenic views make it a worthwhile outing, especially if you appreciate a shorter, focused cruise. It’s suitable for travelers who want a quick yet enriching harbor experience.
Bottom Line: Compact, scenic, and full of tradition—great for a quick sunset escape.
9. City Cruises Boston: Boston Harbor Lunch or Dinner Cruise
For those wanting a meal with their sightseeing, this Harbor Lunch or Dinner Cruise offers a 2-3 hour sit-down buffet while cruising past major landmarks. At $94, it’s a pricier option but includes a live DJ and dancing, making it perfect for special occasions or those who want entertainment with their meal. Reviewers love the tasty food and lively atmosphere, emphasizing the beautiful skyline views from the upper-deck lounge.
Bottom Line: A fun, social cruise combining good food, music, and sightseeing—ideal for celebrating.
10. Best of Boston Small Group Tour w/Boat Cruise
This Small Group Tour combines land and water in four hours, perfect for those who want an intimate experience. Limited to seven people, it includes a visit to Bunker Hill, Quincy Market, and a harbor cruise with hotel pickup. The driver-guide’s commentary adds a personal touch, and the boat cruise offers views of the Tea Party site. Reviewers highlight the personalized service and the ease of combining sightseeing with a small-group feel.
Bottom Line: An ideal all-in-one package for travelers who prefer a personal touch and efficient sightseeing.
11. Boston: Tall Ship Harbor Sail with Weekend Brunch Option
Enjoy a classic sailing experience aboard the Tall Ship Harbor Sail for 1.5 to 2 hours. With options for a weekend brunch, you can sip mimosas while the crew hoists the sails. Many reviewers adore the engaging crew and the chance to participate in sailing activities. It’s great for those who want to feel the wind in their hair and learn how tall ships operate, all while capturing beautiful views of Boston’s skyline.
Bottom Line: A hands-on sailing tour perfect for maritime enthusiasts and brunch lovers alike.
12. Boston: Charles River Sightseeing Cruise
This 70-minute Charles River Cruise is a relaxed, narrated trip passing Cambridge and Boston sights like MIT and Beacon Hill. Affordable at $30, it’s ideal for those wanting a scenic, educational ride along the river. Reviewers mention the fun facts and engaging guide, making it a pleasant way to see both Boston and Cambridge from the water.
Bottom Line: An informative, comfortable cruise suited for curious travelers and families.
13. Boston: Sunset Tall Ship Harbor Cruise
At $68 per person, this Sunset Tall Ship Cruise combines the romance of sailing with spectacular views. The crew often allows passengers to help with sails and steering, adding an interactive element. Reviews praise its beautiful sunset vistas and friendly crew, making it a memorable way to unwind after a busy day exploring Boston.
Bottom Line: A scenic, participatory sailing adventure ideal for a relaxing sunset experience.
14. Boston: New England Harbor Cruise
This 1.5-hour cruise for $46 covers Boston’s harbor highlights, including Bunker Hill and Spectacle Island. It’s a moderately narrated tour by the captain, giving a good balance of information and relaxation. Reviewers appreciate the comfortable boat and the chance to see Boston’s waterfront from a fresh perspective.
Bottom Line: A well-rounded harbor cruise that’s easy to fit into a day of sightseeing.
15. Boston Harbor Sightseeing Cruise
For a classic harbor cruise, the Sightseeing Cruise on a vintage yacht provides a unique backdrop of Boston’s skyline. At about 1.5 hours and $45.98, it offers great photo ops and a lightly narrated tour of the waterfront. Reviewers mention the comfortable seating and beautiful views, making it a popular choice for relaxed sightseeing.
Bottom Line: An elegant, scenic cruise perfect for photos and a quiet afternoon on the water.
16. Narrated Sunset Cruise of Boston Harbor
Finally, this Narrated Sunset Cruise at $29.44 offers a budget-friendly 1.5-hour experience. It features live narration about Boston’s landmarks, with good photo opportunities of the skyline and USS Constitution. Reviewers enjoy the friendly crew and the chance to see the city illuminated at night, making it a great value.
Bottom Line: An affordable, informative sunset cruise that combines scenery with storytelling.
How to Choose the Right Boston Boat Tour
When selecting your perfect cruise, consider your budget, the type of experience you want, and how much time you have. If you’re after a romantic evening, the Harbor Champagne Sunset Sail offers a luxurious, intimate setting, while thrill-seekers might prefer the Codzilla high-speed ride for a quick adrenaline rush. For families or those interested in sailing, the Tall Ship Sightseeing Cruise delivers a hands-on experience, and the Small Group Tour with boat combines land and water in a personalized way.
Booking early is wise, especially in peak summer months, to secure your preferred time and avoid disappointment. Think about whether you want a relaxed sunset view, a guided educational tour, or a thrilling speedboat adventure—each provides a different taste of Boston’s waterfront.
In summary, Boston’s boat tours cater to a variety of interests, from peaceful sunset sails and historical sailing adventures to high-speed thrill rides. For a classic, romantic experience, the Harbor Champagne Sunset Sail is hard to beat. If you want a quick, action-packed thrill, the Codzilla will deliver. And for those seeking a deeper understanding of Boston’s maritime past, the Tall Ship Sightseeing Cruise offers a memorable, participatory sailing adventure. Whichever you choose, these tours make Boston’s waterfront unforgettable—so book early and enjoy your water-bound exploration.