14 Must-Try Cruises And Boat Tours In Boston

Discover the best cruises and boat tours in Boston, from sunset sails to historic harbor cruises, with options for thrill-seekers and history buffs alike.

Boston offers some of the most engaging ways to see its historic waterfront and skyline from the water. Whether you’re searching for a romantic sunset sail, a high-speed thrill ride, or a leisurely sightseeing cruise, Boston’s harbor has something for every type of traveler. You might enjoy a champagne sunset sail aboard a classic schooner, or perhaps a speedy thrill aboard Codzilla, which speeds through Boston Harbor at 40 mph. For history enthusiasts, a narrated Charles River cruise offers a blend of scenic views and local stories.

In this guide, we’ll walk through the 14 best cruises and boat tours in Boston. You’ll find detailed descriptions on what each tour includes, who it’s best suited for, and practical tips to help you choose. From family-friendly tall ship sails to luxury dinner cruises, there’s a variety of options to match your budget and interests. So, whether you’re after a relaxing afternoon or an adrenaline-pumping ride, this guide will point you in the right direction.

Quick Overview

This list covers a wide range of Boston boat experiences: from sunset cruises with stunning city views, to fast-paced thrill rides like Codzilla, to educational sightseeing tours along the Charles River. Expect classic tall ships and schooners, luxury dinner cruises with live music, and shorter narrated harbor trips. Most tours are suitable for all ages, with durations from 45 minutes to four hours. Prices range from around $30 for quick tours, up to $169 for private small-group experiences, offering options for every budget.

1. Boston: Harbor Champagne Sunset Sail from Rowes Wharf

Boston: Harbor Champagne Sunset Sail From Rowes Wharf

This champagne sunset sail on a classic schooner (the Adirondack III) offers a refined way to enjoy Boston’s waterfront. For $82 per person, you get a two-hour cruise where a knowledgeable crew takes you past landmarks like the Boston Harbor Islands, USS Constitution, and the skyline as the sun dips below the horizon. The boat is a traditional tall ship, providing an authentic sailing experience without the hassle of handling the sails yourself. Beverages—including beer, wine, champagne, and soft drinks—are available for purchase, adding a celebratory touch.

What sets this experience apart is its romantic atmosphere and stunning views during golden hour. The crew is friendly and eager to answer questions about Boston’s sights, making it a great choice if you seek a relaxing, elegant way to unwind. It’s suitable for couples celebrating a special occasion or anyone who loves scenic sailing with a dash of luxury.

Some reviews mention that adding more cushioning for sitting would improve comfort, but overall, the experience hits the right notes. With a high rating of 4.8/5 from 231 reviews, it’s clear this cruise offers excellent value for a memorable evening.

Bottom Line: Ideal for those wanting a romantic, scenic sunset with a touch of elegance in a classic sailing vessel.

$82 per person★ 4.8 (231 reviews)

2. Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

This $54.45 sunset cruise on Boston Harbor takes you past historic sites like the Old North Church, Charlestown Navy Yard, and Leonard P. Zakim Bunker Hill Memorial Bridge. The two-hour journey features open-air decks and interior cabins, so you can choose how close to the water you want to be. As a bonus, you’ll hear the cannon fire of the USS Constitution at sunset, a tradition that adds a dramatic touch to the evening.

This tour is particularly good for travelers who want a relaxed, scenic experience with some historical flavor. You can purchase beer, wine, soda, and snacks onboard, which makes it a laid-back way to enjoy Boston’s waterfront.

Reviews highlight the beautiful views and relaxing atmosphere, with some noting that the cannon shot was a memorable highlight. Notably, it’s more about leisure than detailed historical narration, making it suitable for those interested in a pleasant sunset with light commentary.

Bottom Line: Perfect if you want a peaceful, scenic cruise with the chance to see Boston’s waterfront landmarks at sunset.

$54.45 per person★ 4.5 (496 reviews)

3. Boston: Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

This $31 per person cruise is a shorter, 1.5-hour trip that promises spectacular views of Boston’s skyline at sunset. Departing from Massachusetts Bay Lines, it’s an excellent option for a quick, affordable evening adventure. The highlight is the opportunity to see the USS Constitution and enjoy the glowing cityscape as night falls.

The boat has both outdoor and indoor seating, allowing you to tailor your experience to the weather. A knowledgeable narrator points out landmarks and shares stories about Boston’s harbor, enriching the experience without making it overly educational.

Most reviews praise the friendly staff and good value, with many enjoying the informative commentary. If your time is limited but you still want a scenic, relaxing sunset, this cruise fits the bill.

Bottom Line: A budget-friendly, accessible choice for a brief but beautiful harbor sunset.

$54.45 per person★ 4.5 (496 reviews)

4. Classic Tall Ship Sightseeing Cruise of Boston Harbor

Classic Tall Ship Sightseeing Cruise of Boston Harbor

For a more immersive sailing experience, this 1.5 to 2-hour cruise aboard a 125-foot tall ship offers a real sense of adventure. Priced at $35, it features two departure times, making it flexible for your schedule. You’re invited to ask the captain and crew about Boston’s history while enjoying panoramic views of the skyline.

The boat is a beautifully maintained schooner, giving a feeling of stepping back in time. You’re encouraged to bring your own bagged lunch for a picnic-style experience, and you can purchase beer and soft drinks onboard. The crew is friendly, and the sound of the sails and sea breeze creates a calming maritime atmosphere.

This tour is especially suited for families, couples, or anyone eager for a hands-on sailing experience in the harbor. Some reviews note the friendly crew and stunning views, with kids and adults alike appreciating the opportunity to learn about sailing.

Bottom Line: An authentic sailing adventure offering a peaceful, scenic ride with the chance to ask questions and learn about Boston’s maritime history.

$35.00 per person★ 4.5 (454 reviews)

5. Boston: City Cruises Harbor Codzilla High Speed Thrill Boat

Boston: Harbor Codzilla High Speed Thrill Boat

Looking for adrenaline? Codzilla is Boston’s fastest boat, zipping through the harbor at up to 40 mph for just $40. This 45-minute ride promises to get your heart pounding with loud music, sharp turns, and 360-degree spins. It’s not for the faint of heart or anyone prone to seasickness, but if you love fast rides, this is the one.

The boat’s 2800 horsepower will blast you across Boston Harbor, splashing plenty of water and delivering a thrilling experience. The crew keeps the energy high, entertaining with legends of Codzilla’s speed and Boston lore. It’s especially popular with families and groups looking for a fun, energetic excursion.

Reviewers love that the guides are fun and engaging, with comments like “my kids had a blast.” Keep in mind that getting wet and screaming are part of the fun, so wear appropriate clothing.

Bottom Line: Perfect if you’re chasing thrills and want a quick, splashy ride with high-speed fun.

$40 per person★ 4.6 (318 reviews)

6. Boston: Downtown Harbor Sailing Cruise

Boston: Downtown Harbor Sailing Cruise

This $67, 1.5 to 2-hour cruise takes you on a relaxing sail past Boston’s Inner Harbor Islands aboard the Adirondack III or IV. The expert crew will handle the sails, leaving you free to soak in the scenery and feel the wind in your hair. It’s a classic, peaceful sail with views of landmarks like the New England Aquarium and Moakley Federal Courthouse.

What makes this experience stand out is the personalized feel — the crew is available to answer questions and share stories about Boston’s waterfront. The timeless charm of a traditional schooner makes it a favorite for those seeking a tranquil, scenic outing.

Reviews consistently mention friendly staff and beautiful boat condition, with many describing it as a “great way to see Boston from the water.” It’s well suited for romantic outings, small groups, or anyone wanting a gentle, scenic cruise.

Bottom Line: An elegant, laid-back sail that offers an authentic maritime experience in Boston harbor.

 

$67 per person★ 4.7 (202 reviews)

How to Choose the Right Boston Cruise or Boat Tour

Picking among Boston’s boat tours depends on what you’re after. If a romantic sunset sip sounds perfect, go for the Harbor Champagne Sunset Sail. For adrenaline junkies, Codzilla will deliver the fastest thrill. History buffs or those with limited time might prefer a shorter harbor cruise or a Charles River sightseeing tour.

Consider your budget—many cruises are under $50, but small-group or dinner options can go up. Think about time constraints—shorter trips are quick escapes, while multi-hour cruises or dinner cruises provide more immersive experiences. Check the weather forecast, especially for outdoor decks, and book early in the season for the best availability, especially for sunset and dinner cruises.

Final Thoughts

Boston’s variety of water-based tours ensures there’s something for all—whether you’re seeking a peaceful sail, a thrilling ride, or a rich historical perspective. For a luxury experience, the Champagne Sunset Sail offers elegance and stunning views. For families or adventure lovers, Codzilla delivers adrenaline and fun. If you’re a history enthusiast, the Charles River or harbor narrated cruises will enrich your understanding of Boston’s past.

In choosing, weigh what kind of experience sparks your interest, your budget, and how much time you want to dedicate. Remember, many of these tours fill up early, especially in peak season, so booking in advance is wise. Boston’s waters are waiting—time to start planning your maritime adventure!