Hero banner

Massachusetts Boat Tours

The best out of 54 boat tours in Massachusetts - enter dates to check availability

Massachusetts Boat Tours

Where to
Trip date
banner
Loading...
Loading...

Top Boat Tours in Massachusetts

Massachusetts: 54 boats available

Showing 1 - 10
 Show on map
Loading...
Listing image
38 ft
Up to 6 people
Trinacria Cruising Boston
5.0
/5
(28 reviews)
Boston
Take a Cruise with Trinacria Cruising Boston for an unforgettable adventure through the scenic waters of Boston Harbor, the Gulf of Maine, and Cape Cod Bay.

"We thought we knew Boston, but seeing it from the water with Captain Riccardo and Rachel was an entirely different experience!" —⁠ Victoria,
+10
trips from
US $300
Listing image
28 ft
Up to 6 people
Boston Slainte Charters
5.0
/5
(4 reviews)
Boston
Boston Slainte Charters is a 2005 Albin Tournament Cuddy based in Chelsea, offering an intimate and comfortable boating experience for up to 6 guests.

"Captain Daniel and First Mate Christine were lovely. Friendly, helpful, and informative!" —⁠ Sue,
trips from
US $400
Listing image
25 ft
Up to 5 people
Fishy Business Sportfishing
4.7
/5
(1 review)
42 external reviews
Plymouth
Summers on Cape Cod and in Plymouth, MA, are made for unforgettable days on the water with family and friends. Join Fishy Business Sportfishing for a fully customizable private boating experience designed around your ideal day at sea.

"My friends and I had a great time celebrating my birthday. The Cap." —⁠ Savanna,
+5
trips from
US $400
Listing image
31 ft
Up to 6 people
30 Fathom Charters - Private Boat Cruises
5.0
/5
(9 reviews)
Newburyport
Experience the beauty of the New England coast aboard 30 Fathom Charters, a beautifully restored Stamas Tarpon 29 Center Console departing from historic Newburyport, Massachusetts.

"I booked a last minute afternoon cruise with Kristian and Anna, and it was the best thing I’ve done all summer!" —⁠ Sabrina,
trips from
US $300
Listing image
25 ft
Up to 6 people
In The Net Sportfishing
5.0
/5
(2 reviews)
49 external reviews
Barnstable
Step aboard In The Net Sportfishing, a 2021 Grady-White Fisherman 257 center console designed for speed, comfort, and serious on-the-water adventure out of Barnstable.

"We had a non-fishing expedition with Captain Benjamin, and he did a wonderful job keeping my non-water-friendly mother happy and calm as we toured the bay." —⁠ Susanna,
+3
trips from
US $400
Listing image
30 ft
Up to 6 people
Captain Paul's Harbor Charters
New
5.0
/5
(1 review)
Boston
Experience Boston Harbor from the water aboard a classic 1999 Mainship Pilot Downeast Trawler, a comfortable vessel perfectly suited for sightseeing, historic harbor tours, lighthouse adventures, and unforgettable sunsets.

"We had the best time on our harbor cruise with Captain Paul and Alex!" —⁠ Brittany,
+1
trips from
US $300
Listing image
42 ft
Up to 6 people
Martha’s Vineyard Charter Company
5.0
/5
(8 reviews)
Martha's Vineyard
Set sail around the scenic waters of Martha’s Vineyard aboard Our Passion, a beautifully maintained 1983 Pearson 422 Sailing Yacht operated by Martha’s Vineyard Charter Company.

"My wife and I booked a last minute sunset sail and were pleasantly surprised to get a confirmation so quickly." —⁠ Michael,
+3
trips from
US $945
Listing image
35 ft
Up to 6 people
Tuna Tail Charters
5.0
/5
(1 review)
101 external reviews
Gloucester
Step aboard Tuna Tail Charters for an unforgettable adventure out of Gloucester.

"What an AMAZING day out on the water! From start to finish, this fishing charter exceeded my expectations." —⁠ Heather,
trips from
US $579
Listing image
31 ft
Up to 6 people
Solitude Fishing Charters
4.8
/5
(7 external reviews)
Beverly
Solitude Fishing Charters is a beautifully restored 1982 BHM 31 Downeast vessel (refitted in 2020), offering the perfect blend of classic New England charm and modern comfort.
trips from
US $850
Listing image
28 ft
Up to 6 people
Lyla Rose Charters
4.8
/5
(2 reviews)
409 external reviews
Gloucester
Step aboard Lyla Rose Fishing Charters, a beautifully restored 28’ BHM Downeast vessel, based in the historic fishing hub of Gloucester.

"We went on a 4 hour whale watching trip with captain Matt and it was wonderful." —⁠ Deanna,
+1
trips from
US $500

Frequently Asked Questions about Boat Tours in Massachusetts

According to customer reviews, some of the most popular boat tours in Massachusetts are:
Full list of top boat tours in Massachusetts
According to customer reviews, some of the most popular boat tours in Massachusetts are:
Full list of top boat tours in Massachusetts
The average price for a private 4 hour Massachusetts boat trip is US $758, while an 8 hour private trip will cost you US $2,400 based on prices on BoatBooker.com.
The average price for a private 4 hour Massachusetts boat trip is US $758, while an 8 hour private trip will cost you US $2,400 based on prices on BoatBooker.com.
The top 5 boating-related activities in Massachusetts are:
The top 5 boating-related activities in Massachusetts are:
The top 5 most popular boat types you can rent in Massachusetts, by number of boats available are:
The top 5 most popular boat types you can rent in Massachusetts, by number of boats available are:
The top 5 most popular boat categories you can rent in Massachusetts, by number of boats available are:
The top 5 most popular boat categories you can rent in Massachusetts, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Massachusetts are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Massachusetts are:
The average price of boat tours in Massachusetts is:
  • 1-hour boating trips – US $433
  • 2-hour boating trips – US $492
  • 3-hour boating trips – US $679
  • 4-hour boating trips – US $1,017
  • 5-hour boating trips – US $650
  • 6-hour boating trips – US $1,600
  • 8-hour boating trips – US $1,404
The average price of boat tours in Massachusetts is:
  • 1-hour boating trips – US $433
  • 2-hour boating trips – US $492
  • 3-hour boating trips – US $679
  • 4-hour boating trips – US $1,017
  • 5-hour boating trips – US $650
  • 6-hour boating trips – US $1,600
  • 8-hour boating trips – US $1,404
Powered by AI

Boating in Massachusetts

Discover why Massachusetts Boating Charters are a favorite for coastal getaways. With a rugged Atlantic shoreline, picturesque islands, and storybook harbors, Massachusetts delivers a blend of scenic cruising, wildlife encounters, and classic New England maritime charm. From calm, family-friendly bays to invigorating open-water passages, you'll find waterways suited to sailing, powerboating, and everything in between.

Set a course along Boston Harbor for skyline views and historic waterfronts, then trace the North Shore for rocky headlands and iconic lighthouses. South of the city, protected inlets and sandy beaches lead you toward Cape Cod, where broad horizons, tidal flats, and postcard towns invite easy day trips and longer adventures. The Cape's waterways connect you to island escapes, with harbors known for quaint villages, beachy anchorages, and lively summer scenes.

Nature lovers can time outings for peak marine life seasons, scan for seabirds along the shoals, or plot a relaxed hop between coves at golden hour. Anglers, sunset cruisers, and sightseers alike appreciate the variety—harbor tours, island shuttles, sailing excursions, and customizable itineraries that match your pace and interests.

Whether you're charting a weekend with friends or introducing family to life on the water, Massachusetts offers reliable winds, well-serviced marinas, and welcoming harbor towns. Book a vessel that fits your crew, pick a launch point, and experience a classic New England coastline designed for memorable days under way.

What people said about boating in Massachusetts

  • 5.0
    /5
    (2 Hr – You Choose-We Cruise)

    Our family truly enjoyed our best boat trip ever!

    Make sure you wear weather appropriate clothing and bring sunscreen. The sun is strong out in the water. Also bring plenty of water if it is a hot day. Other than that — just enjoy.
    Carol E.
    Carol E.
    Reviewed on August 9, 2026
  • 5.0
    /5
    (Flexible Cruise 2:30PM 4 Hours)

    What an experience!

    Fantastic way to experience Boston. I lived there for a brief time many years ago but wasnt able to do this then- unforgettable day for family and/or group of friends
    Janet S.
    Janet S.
    Reviewed on August 1, 2026
  • 5.0
    /5
    (4 Hour Trip – Harbor Cruise (PM))

    Fantastic trip with Eric!

    Always something interesting to see on Boston Harbor and the views of Boston are amazing. Going past the airport is always fun as the planes are either taking off or landing right over your head!
    Scott H.
    Scott H.
    Reviewed on August 1, 2026
  • 5.0
    /5
    (3 Hour – Sunset Sail)

    Amazing experience!

    Bring sunscreen. Bring a hat or hair clip. Bring a sweater for evening or windy days. Bring a swimsuit!
    Lisa K. H.
    Lisa K. H.
    Reviewed on July 27, 2026
  • 5.0
    /5
    (Special 3 hours trip for Elizabeth Dirusso)

    A Perfect Sunset Outing

    We actually left from Seaport (for an additional fee), which worked well for our group.
    Elizabeth D.
    Elizabeth D.
    Reviewed on July 24, 2026
  • 5.0
    /5
    (2 Hour Sunset Shared Cruise)

    Fun corporate outing!

    Obviously couldn't ask for a cooler harbor tour with the Tall Ships visiting
    Hannah K.
    Hannah K.
    Reviewed on July 15, 2026
  • 5.0
    /5
    (2 Hour Trip – Morning Cruise)

    Exceptionally nice captain in the righr place at the right time

    Top-of-the-line boat with the top of the line equipment and top-of-the-line captain. Does not get any better.
    Samir M.
    Samir M.
    Reviewed on October 5, 2025
  • 5.0
    /5
    (4 hour sailing trip for Pat B)

    Amazing Experience!!!

    If this is your first time boating you’re in for a treat. It’s an amazing experience to view the legendary harbor at the oldest working harbor in the US. You owe it to yourself to get out there and see what Gloucester and Cape Ann have to offer!
    Patrixk B.
    Patrixk B.
    Reviewed on September 1, 2025

How people rated boat trips in Massachusetts

  • Captain Paul's Harbor Charters
    Captain Paul's Harbor Charters
    Boat rentals in Massachusetts
    5.0
    /5
    (2 Hour – Island Tour)

    Can’t wait for next time!

    We had the best time on our harbor cruise with Captain Paul and Alex! They were friendly, fun and very accommodating. They shared some fun facts along the ride but also let us do our thing, including control the music. Would 100% recommend them to anyone and look forward to the next occassion I have to book a trip.
    Brittany C.
    Brittany C.
    Reviewed on Sep 13, 2026
  • Fishy Business Sportfishing
    Fishy Business Sportfishing
    Boat rentals in Massachusetts
    4.7
    /5
    (5 Hr – Beach & Boat Tour)

    Birthday Trip

    My friends and I had a great time celebrating my birthday. The Cap. knows a lot of great palces to go. He is super nice!
    Savanna B.
    Savanna B.
    Reviewed on Sep 8, 2026
  • Agawam Boat & Fishing Charters
    Agawam Boat & Fishing Charters
    Boat rentals in Massachusetts
    5.0
    /5
    (2 Hr – Sunset/Cocktail Cruise)

    Great trip!

    Captain Ted was a great guide and we have a wonderful afternoon on the water! It’s was a beautiful spot and even got to fish! Great day!
    Amanda B.
    Amanda B.
    Reviewed on Sep 6, 2026
  • Trinacria Cruising Boston
    Trinacria Cruising Boston
    Boat rentals in Massachusetts
    5.0
    /5
    (Sunset Cruise)

    great cruise of the bostor harbor

    it was fantastic! even though the weather wasn’t great, we had a perfect moment around the Boston harbor from logan airport, to east boston to USS constitution… these 2 hours were perfect! Crew was also fantastic!
    Remi D. M.
    Remi D. M.
    Reviewed on Aug 23, 2026
  • Trinacria Cruising Boston
    Trinacria Cruising Boston
    Boat rentals in Massachusetts
    5.0
    /5
    (Special 3 hour trip for Miranda)

    The absolute best expierence i could ask for

    Riccardo was the absolute best captian with the perfect help from rachel! the two of them truely made the entire expierence and made my best friends bachelorette everything she could of wanted! best boating there is in Boston!
    Miranda T.
    Miranda T.
    Reviewed on Aug 24, 2026
  • Vineyard Boat Charters with Capt. John Hobby
    Vineyard Boat Charters with Capt. John Hobby
    Boat rentals in Massachusetts
    5.0
    /5
    (2 Hour – Family Fun (AM or PM) - 6:00 PM)

    Amazing experience!

    Captain John was awesome! My family had such a great time on thr water. He was very patient helping my kids fish for the first time and very knowledgeable about the fish we caught (they were plentiful) and the surrounding area. We will definitely book with him again the next time we are here. Highly, highly recommend booking a trip with him. It’s been the highlight of our trip so far!
    Tania M.
    Tania M.
    Reviewed on Aug 20, 2026
  • 30 Fathom Charters -  Private Boat Cruises
    30 Fathom Charters - Private Boat Cruises
    Boat rentals in Massachusetts
    5.0
    /5
    (2 Hr –Merrimack River Sunset Cruise)

    Fun sunset cruise!

    What made this cruise so enjoyable: Anna and Kristian! Terrific people! Beautiful boat! Weather and water perfect! Will take many more trips😊.
    Linda D.
    Linda D.
    Reviewed on Aug 15, 2026
  • Vineyard Boat Charters with Capt. John Hobby
    Vineyard Boat Charters with Capt. John Hobby
    Boat rentals in Massachusetts
    5.0
    /5
    (2 Hour – Family Fun (AM or PM) - 10:00 AM)

    Great fishing trip!

    John's boat was exceptionally clean and organized. My girls enjoyed learning to fish. John is very friendly and makes fishing fun for the family.
    Andrea G.
    Andrea G.
    Reviewed on Aug 14, 2026
  • Trinacria Cruising Boston
    Trinacria Cruising Boston
    Boat rentals in Massachusetts
    5.0
    /5
    (Sunset Cruise)

    Great Island and Harbor Cruise!

    Capt Riccardo and his first mate Rachel catered to all of our requests, were flexible and communicative throughout the planning process. We had a great cruise and thoroughly enjoyed it! Highly recommend.
    Lisa C.
    Lisa C.
    Reviewed on Aug 8, 2026
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Massachusetts
    5.0
    /5
    (3 Hour – Sunset Sail)

    Excellent!

    it was a wonderful ride! The Captin and Co-captin were a wealth of knowledge and made sure we knew where to meet them. The weather was bad the day we scheduled and the Captin reached out to me to give me options days before so we could reschedule and fit it into our plans. Excellent communication and wonderful views!
    Natohya M.
    Natohya M.
    Reviewed on Aug 5, 2026
  • 30 Fathom Charters -  Private Boat Cruises
    30 Fathom Charters - Private Boat Cruises
    Boat rentals in Massachusetts
    5.0
    /5
    (4 Hr-Ocean Cruise Custom Itinerary - 12:00 PM)

    Whales!

    Great boat and crew. The Captain put us on a ton of whales - fun day on the water!
    Pete H.
    Pete H.
    Reviewed on Aug 3, 2026
  • Trinacria Cruising Boston
    Trinacria Cruising Boston
    Boat rentals in Massachusetts
    5.0
    /5
    (Flexible Cruise 2:30PM 4 Hours)

    What an experience!

    We did a 4-hour flexible cruise and it was the best excursion we’ve done in years. Perfect blend of sightseeing and then just anchoring and hanging out by an island for swimming, snacks, listening to music, etc. Crew was amazing, so knowledgeable about how the area has changed since we lived there years ago. We are already planning another cruise this month, can’t wait!
    Janet S.
    Janet S.
    Reviewed on Aug 6, 2026
  • Boston Boat Charters – Beacon
    Boston Boat Charters – Beacon
    Boat rentals in Massachusetts
    5.0
    /5
    (3 Hour – Boston's Waterfront)

    Best trip ever

    This trip was exceptional. The captain and staff were exceptionally courteous and provided a warm welcome. The service was outstanding, and the staff demonstrated a high level of respect and professionalism. They deserve more than five stars.
    Lesly L.
    Lesly L.
    Reviewed on Jul 31, 2026
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Massachusetts
    5.0
    /5
    (3 Hour – Sunset Sail)

    Amazing experience!

    My teen and I sailed at sunset with Mason and Lynn and they are amazing people with a passion for sailing. Mason helped my young budding sailor to understand more about the sport and also let her be at the helm under his supervision. The vessel is in great condition and has all the amenities. They made sure we got great photos and memories. I would sail with them again and again!
    Lisa K. H.
    Lisa K. H.
    Reviewed on Jul 29, 2026
  • Boston Boat Charters – Atlas
    Boston Boat Charters – Atlas
    Boat rentals in Massachusetts
    5.0
    /5
    (Special 3 hours trip for Elizabeth Dirusso)

    A Perfect Sunset Outing

    All 13 of us had a wonderful evening on the boat! The captain and his assistant were pleasant and knowledgeable. They made the evening a fun, relaxing experience. We cruised around on a beautiful evening while everyone enjoyed the food and beverages we brought. I highly recommend this crew and boat!
    Elizabeth D.
    Elizabeth D.
    Reviewed on Jul 25, 2026
  • ON THE EDGE
    ON THE EDGE
    Boat rentals in Massachusetts
    5.0
    /5
    (2 Hour – Private Harbor Tour)

    Best trip !

    Captain Rick is very friendly. On the Edge is kids friendly. Great experience.
    Jaya S.
    Jaya S.
    Reviewed on Jul 29, 2026
  • 30 Fathom Charters -  Private Boat Cruises
    30 Fathom Charters - Private Boat Cruises
    Boat rentals in Massachusetts
    5.0
    /5
    (2 Hr –Merrimack River Sunset Cruise)

    Most relaxing sunset cruise on the Merrimack Rivet

    Captain Kristian was professional and very skilled. music playlist a plus and views just amazing and a magical time on the water! I highly recommend this experience!
    Hannalorre C.
    Hannalorre C.
    Reviewed on Jul 24, 2026
  • Trinacria Cruising Boston
    Trinacria Cruising Boston
    Boat rentals in Massachusetts
    5.0
    /5
    (Flexible Cruise 2PM 3HOUR)

    Bachelorette cruise

    Celebrated our gf bachelorette booze cruise. Even though the weather wasn’t ideal, we all had a great time! Captain Riccardo and Rachel were very accommodating and fun. The boat was a perfect size for the 6 of us. It was clean and well maintained. They also provided a cooler, water and ice. We would definitely do it again. (Hopefully the sun decides to come join us next time)
    Chau H.
    Chau H.
    Reviewed on Jul 19, 2026
  • Martha’s Vineyard Charter Company
    Martha’s Vineyard Charter Company
    Boat rentals in Massachusetts
    5.0
    /5
    (3 Hour – Sunset Sail)

    The highlight of our vacation

    Captain Lynne and Captain Mason were great! They were very welcoming, flexible and professional.
    Kelly S.
    Kelly S.
    Reviewed on Jul 17, 2026
  • Trinacria Cruising Boston
    Trinacria Cruising Boston
    Boat rentals in Massachusetts
    5.0
    /5
    (Tall Ships Harbor Cruise 11:00AM)

    wicked awesome!

    so relaxing and scenic and informative and friendly we’re coming back for another great tour!
    Paladino J.
    Paladino J.
    Reviewed on Jul 13, 2026