Boston Boat Trips 

5.0/5 (5 reviews)
 200 Seaport Boulevard, Pier 4, Boston, MA 02210, United States

Boston Boat Trips 

Boston, MA, United States
51 feet
6
5.0/5 (5 reviews)

Experience Boston from the water in style aboard our fully equipped vessel, cruising at speeds up to 32 knots. Enjoy comfort with air conditioning, indoor and outdoor speakers, WiFi, a refrigerator, large outdoor cockpit area, forward deck sunpad and more, everything you need for a perfect day on the water.

Captain Dennis Kulesza, an expert in harbor cruises and yacht tours, will guide you past iconic sights such as the USS Constitution (“Old Ironsides”), Boston Light, the nation’s first lighthouse, and Fort Warren located on Georges Island, a historic Civil War site rumored to be haunted or take a hike on the beautiful walking paths on Specticle Island on view the breath taking sites of the harbor.

Relax on the aft or bow sundeck, take a dip from the bathing platform, or have a meal prepared in the fully equipped galley with indoor and outdoor showers. A 165-quart cooler with ice is included, and optional add-ons such as drinks, lunch, or catering make your trip even more memorable. Personal alcohol and snacks are welcome, and swimming is allowed in designated areas. Flat-soled shoes are recommended, though bare feet or indoor shoes are required in the living areas. No street shoes allowed while onboard.

Your safety is our priority, with anchor, autopilot, chart plotter, GPS, radar, depth finder, sonar, life jackets, and VHF radio all onboard. A knowledgeable mate ensures a smooth and enjoyable journey; 10–20% gratuity for the deck crew is customary and expected.

Set sail today, reserve your spot, and create unforgettable memories aboard the 51' yacht Mamma Mia on Boston’s historic waters!

All passengers twelve years old+

Experience Boston from the water in style aboard our fully equipped vessel, cruising at speeds up to 32 knots. Enjoy comfort with air conditioning, indoor and outdoor speakers, WiFi, a refrigerator, large outdoor cockpit area, forward deck sunpad and more, everything you need for a perfect day on the water.

Captain Dennis Kulesza, an expert in harbor cruises and yacht tours, will guide you past iconic sights such as the USS Constitution (“Old Ironsides”), Boston Light, the nation’s first lighthouse, and Fort Warren located on Georges Island, a historic Civil War site rumored to be haunted or take a hike on the beautiful walking paths on Specticle Island on view the breath taking sites of the harbor.

Relax on the aft or bow sundeck, take a dip from the bathing platform, or have a meal prepared in the fully equipped galley with indoor and outdoor showers. A 165-quart cooler with ice is included, and optional add-ons such as drinks, lunch, or catering make your trip even more memorable. Personal alcohol and snacks are welcome, and swimming is allowed in designated areas. Flat-soled shoes are recommended, though bare feet or indoor shoes are required in the living areas. No street shoes allowed while onboard.

Your safety is our priority, with anchor, autopilot, chart plotter, GPS, radar, depth finder, sonar, life jackets, and VHF radio all onboard. A knowledgeable mate ensures a smooth and enjoyable journey; 10–20% gratuity for the deck crew is customary and expected.

Set sail today, reserve your spot, and create unforgettable memories aboard the 51' yacht Mamma Mia on Boston’s historic waters!

All passengers twelve years old+

Dennis Kulesza
Captain
Dennis Kulesza

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
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2 Hour Sunset Shared Cruise
FREE Cancellation 14 days notice
2 hour trip starts at 6:00 PM
US $500
Shared tour: 2 people
2 Hr – Boston Waterfront Tour
FREE Cancellation 14 days notice
2 hour trip multiple starting times (8:00 AM, 10:30 AM, 1:00 PM, 3:30 PM)
Seasonal trip
May 1 - Oct 31
+2
US $950
Private tour: up to 6 people
6 Hour Whale Watching Trip
FREE Cancellation 14 days notice
6 hour trip starts at 8:00 AM
Seasonal trip
May 1 - Oct 31
+2
US $2,850
Private tour: up to 6 people
6-8 Hour Destination Cruise
FREE Cancellation 14 days notice
8 hour trip starts at 9:00 AM
+1
US $2,850
Private tour: up to 6 people
Island Picnic
FREE Cancellation 14 days notice
6 hour trip starts at 10:00 AM
Seasonal trip
May 1 - Oct 1
+1
US $2,850
Private tour: up to 6 people

Customer reviews

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Rating

5.0
(5 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

All reviews (5)

Showing 15 of 5 reviews
C H Morrison
C H Morrison
us
Massachusetts, US
Member since 2026
5.0
Verified
outstanding outing on the water
Tall Ships Departing Boston 7/16/26 on July 16, 20262 adults

Captain Dennis and mate Chrissie made our time on the amazing boat Mama Mia such a wonderful experience. we saw tall ships, Old Ironsides and the Boston harbror and outer islands. Chissie was incredible pointing out the sights and indulging us with numerous group photos. it was an amazing time!

Dennis Kulesza
Response from Captain

Cathleen the pleasure was all ours! Captain D.

Hannah Kempkes
Hannah Kempkes
us
Texas, US
Member since 2026
5.0
Verified
Fun corporate outing!
2 Hour Sunset Shared Cruise on July 15, 20266 adults

We were able to book Captain D for a tour of the Tall Ships in Boston Harbor. My boss had a blast, and definitely wants to rebook in the future!

Dennis Kulesza
Response from Captain

We look forward to having you all back onboard again. Geat crew! Captain D.

Craig Cahill
Craig Cahill
us
Massachusetts, US
Member since 2026
5.0
Verified
Great Trip!
2 Hr – Boston Waterfront Tour - 1:00 PM on June 21, 20264 adults

Morgan is professional and personable. The boat and equipment are very nice and well maintained. The pick up and process was smooth. Great time had by all:-)

Ivan Belov
Ivan Belov
us
North Carolina, US
Member since 2026
5.0
Verified
Great experience, great Crew!!!
2 Hr – Boston Waterfront Tour - 10:30 AM on July 17, 20262 adults

Captain D was amazing and Mate Christina was above and beyond! Will definitely coming back!

Dennis Kulesza
Response from Captain

Hello Ivan, it was a pleasure to have you folks on board. We look forward to seeing you again. :) Regards, Captain D 

Sarah Scherini
Sarah Scherini
us
Massachusetts, US
Member since 2026
The captain canceled
July 12, 2026
Trip was supposed to happen on July 12, 2026

The charter operator canceled 5 days prior to the trip date. This is an automated posting.

FAQs about Boston Boat Trips

Boston Boat Trips offers the following trips to customers:
  • US $250 per person - 2 Hour Sunset Shared Cruise (2 hours)
  • US $950 per group - 2 Hr – Boston Waterfront Tour (2 hours)
  • US $950 per group - 2 Hr – Boston Waterfront Tour - 1:00 PM (2 hours)
  • US $950 per group - 2 Hr – Boston Waterfront Tour - 10:30 AM (2 hours)
  • US $950 per group - 2 Hr – Boston Waterfront Tour - 3:30 PM (2 hours)
  • US $2,850 per group - 6 Hour Whale Watching Trip (6 hours)
  • US $2,850 per group - 6-8 Hour Destination Cruise (8 hours)
  • US $2,850 per group - Island Picnic (6 hours)
When you book a trip with Boston Boat Trips, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Sonar
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Kitchen
  • Shower
  • Teak Deck
  • Bow Sundeck
  • Aft Sundeck
  • Bathing Platform
  • Air Conditioning
  • WiFi
  • Audio System
  • TV
  • Inside Speakers
  • Outside Speakers
  • Refrigerator
  • Ice Box
  • Grill
  • Galley Stove and Oven
Trips booked with Boston Boat Trips include:
  • Fishing Equipment
  • Snacks
  • Drinks
  • Lunch
Boston Boat Trips offers the following activities:
  • Boat & Yacht Tours
  • Sunset Dinner Cruises
  • Island Hopping
  • Whale & Dolphin Watching
  • Birthday Celebrations
  • Bachelorette & Bachelor Parties
  • Proposal & Engagement Trips
  • Corporate & Group Events

Your operator

Dennis Kulesza
Dennis Kulesza
Dennis Kulesza

Boston, Massachusetts, United States

5 Customer reviews
Response time 4 hours
Member since February 2026

Captain Dennis Kulesza, based in Boston, Massachusetts, commands the 51' Ferretti Built Express cruiser and specializes in boat and yacht tours. He brings years of experience navigating historic harbors, sharing fascinating stories and local maritime history to make every cruise memorable.

Our Team
DENNIS K.

DENNIS K.

Captain

5 Customer reviews
Response time 4 hours
Member since February 2026

Captain Dennis Kulesza, based in Boston, Massachusetts, commands the 51' Ferretti Built Express cruiser and specializes in boat and yacht tours. He brings years of experience navigating historic harbors, sharing fascinating stories and local maritime history to make every cruise memorable.

Our Team
DENNIS K.

DENNIS K.

Captain

What the boat is like

Boat category
Yachts
Boat type
Cruiser
Boat manufacturer
Mochi Craft
Boat Model
Dolphin
Year built
2016
Boat length
51 ft
Capacity
6 persons
Engine model
Man
Max crusing speed
32 knots
Powered by
2 x 850HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
3 cabins
Number of berths
6 berths
Number of heads
3 heads
Number of full baths
3 full baths
Number of toilets
2 toilets
Boat category
Yachts
Boat type
Cruiser
Boat manufacturer
Mochi Craft
Boat Model
Dolphin
Year built
2016
Boat length
51 ft
Capacity
6 persons

Which kind of activities are offered

Boat & Yacht Tours
Sunset & Dinner Cruise
Island Hopping
Whale & Dolphin Watching
Birthday Celebrations
Bachelorette & Bachelor Parties
Proposal & Engagement Trips
Corporate & Group Events

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Sonar
Autopilot
Anchor
Wheel Steering
Life Jackets
Kitchen
Shower
Teak Deck
Bow Sundeck
Aft Sundeck
Bathing Platform
Air Conditioning
WiFi
Audio System
TV
Inside Speakers
Outside Speakers
Refrigerator
Ice Box
Grill
Galley Stove and Oven

What's included in the trip price

Fishing Equipment
Snacks
Drinks
Lunch

What’s allowed on the boat

Alcohol
BOYB
Shoes
No Street Shoes
Swimming

What additional terms you should be aware of

Security deposit of US $500 per tour is required

A refundable deposit of US $500 per tour is required at boat pick-up and will be returned to you when the boat is returned without damage. Security deposit is to be paid directly to the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 14 days prior to trip

You can cancel or modify your booking up to 14 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Pay online in full

Pay online in full through BoatBooker and save on credit card fees at the dock.

No additional fees.

Reserve with a 10% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 PayPal

 Bank transfer

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Boston Boat Trips
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5.0
/5
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US $250