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Home/USA/Massachusetts/Boston/Castle Island

Explore Castle Island: Boston's Premier Coastal Escape

Escape to Castle Island, a premier Boston destination where rich American Revolution history meets breathtaking coastal beauty. Immerse yourself in unforgettable Boston Harbor adventures, from scenic sailing cruises and guided walking tours to relaxing nature escapes. Whether you are exploring historic landmarks, enjoying sunset views, or seeking family-friendly activities, Castle Island offers the perfect blend of culture and relaxation. Book your top-rated maritime experience today and discover why travelers love this stunning seaside gem!

4.7/5 visitor ratingTours from $37.9012 unique experiencesFree cancellation available

At a glance

Tour Price

Tour Price

$54–$106 typical

Wide range from $38 to $1,086

Rating

Rating

4.7★ average

Based on 2,001 pooled reviews

Tour Type

Tour Type

Cruise and Sailing

92% of available options

Tour Length

Tour Length

2 hours median

Typically ranges from 1.4 to 4.2 hours

Booking Tip

Booking Tip

Book in advance

42% of tours are likely to sell out

Flexibility

Flexibility

Free cancellation

Offered by 67% of tour providers

20 Products

City Cruises Boston Historic Sightseeing Harbor Cruise

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hrFree cancellation
4.47 (1,546 reviews)
83.55%
16.45%
Great tourgreat viewsexcellent
Viator
$46
Book now
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City Cruises Boston Historic Sightseeing Harbor Cruise
Summary

See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated 60-minute Historic Sightseeing Cruise of Boston Harbor, we’ll regale you with hero tales of the Revolutionary War, local legends of the sea, and storie...

Inclusions
  • Narrated tour.
  • 60-minute Historic Sightseeing Cruise of Boston Harbor
  • See stunning panoramic views of Boston's skyline and waterfront areas.
  • Skip the ticket booth and head straight to the boat for faster boarding
Exclusions
  • Food & Beverages (available for purchase)
Itinerary
  • Boston Harbor City Cruises
  • Castle Island
  • USS Constitution
  • Bunker Hill Monument
  • Old North Church & Historic Site
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, Suitable for all physical fitness levels, The boat is wheelchair accessible, however the restrooms are not wheelchair accessible, Boarding begins 15 minutes before departure. Guests must arrive early, as late arrivals will likely miss the boat., Infants are free, however, they are REQUIRED to have a ticket.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Boston Harbor Sunset Sail Tour

Boston Harbor Sunset Sail Tour

2 hrsFree cancellation
4.83 (198 reviews)
94.3%
5.7%
greatamazing experiencebeautiful sunset
Viator
$82
Book now
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Boston Harbor Sunset Sail Tour
Summary

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adirondack IV. Both sailboats are classically styled schooners and offer a...

Inclusions
  • This is a 2 hour sailing experience in Boston Harbor.
  • This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks
Exclusions
  • Beverages are not included, but are available for purchase by credit card
  • Gratuities (recommended for the captain and crew)
Itinerary
  • Fan Pier
  • Boston Harbor Islands State Park
  • Castle Island
Good to know
  • Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels, Children must be accompanied by an adult, Minimum drinking age is 21 years. Coolers and outside alcoholic beverages are not permitted, Dress for the weather - it's often cooler on the water, Please let us know in advance if assistance is required for boarding, Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted, Plan to arrive at the ticket booth 15-30 minutes prior to the departure time. The meeting point is located directly behind the Boston Harbor Hotel in the Ferry Terminal just steps away from the dock. Boarding begins 5 minutes prior to the scheduled departure time., This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks as we sail, This experience will take place on Schooner Adirondack II or III, The official route of this experience will depend on the wind, Large group bookings are not permitted. Multiple bookings are subject to added fees or cancellation by operator
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Boston Whale Watching Cruise by New England Aquarium

Boston Whale Watching Cruise by New England Aquarium

Family friendly
4.8 (246 reviews)
Headout
$86
Book now
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Boston Whale Watching Cruise by New England Aquarium
Summary

Getting started Meet your crew at the boarding point mentioned on your ticket. After a quick security scan, head to the high-speed catamaran. Departure is from One Long Wharf, located between the Long Wharf Marriott Hotel and the New England Aquarium. What to expect Enjoy the luxuries of the boat—sp...

Inclusions
  • - 3 to 4 hour cruise
  • - Knowledgeable naturalist from the New England Aquarium on board
  • - Comfortable high-speed catamaran with outdoor observation decks
  • - Climate-controlled cabin with large windows
  • - Cushioned seats
  • - State-of-the-art audio and video systems
Exclusions
  • - Food & beverages from the snack bar
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

4.9 (26 reviews)
Headout
$56
Book now
View Details
Boston Harbor Sunset Cruise
Summary

Getting started Meet your crew at the boarding point mentioned on your ticket. After a quick voucher and security scan, head to the boat. Departure is from One Long Wharf, located between the Long Wharf Marriott Hotel and the New England Aquarium. What to expect Enjoy the comforts of the boat, spaci...

Inclusions
  • - 90-minute sunset cruise
  • - Knowledgeable guide
  • - Outdoor observation decks
  • - Indoor viewing areas with large windows
Exclusions
  • - Food & drinks
City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

1.5 hrsFree cancellation
4.36 (525 reviews)
78.75%
21.25%
Great viewsexcellentsunset was beautiful
Viator
$62
Book now
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City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise
Summary

After a busy day sightseeing or working, what could be nicer than relaxing onboard one of Boston's finest boats for a cruise on the harbor? Watch the sun setting below the horizon as you glide by the skyscrapers of the downtown. And you can't miss the booming cannons of the U.S.S. Constitution, Amer...

Inclusions
  • See stunning views of the sun setting behind the Boston skyline
  • Hear the USS Constitution as she fires her cannon and lowers her flag to signal the day's end.
  • 90-minute Narrated Boston Harbor Sunset Cruise
  • Skip the ticket booth and head straight to the boat for faster boarding
  • Narrated tour will introduce you to the lore and allure of Boston Harbor past and present
Exclusions
  • Food & Beverages (available for purchase)
Itinerary
  • Boston Harbor City Cruises
  • Castle Island
  • Bunker Hill Monument
  • Old North Church & Historic Site
  • USS Constitution
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, Suitable for all physical fitness levels, The boat is wheelchair accessible, however the restrooms are not wheelchair accessible, Boarding begins 15 minutes prior to departure. Guests must arrive early, late arrivals will likely miss the boat., Infants are free, however, they MUST have a ticket to cruise
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Dog Day of Summer Harbor Cruise in Boston

Dog Day of Summer Harbor Cruise in Boston

1.5 hrsFree cancellation
4.7 (10 reviews)
82.98%
17.02%
Fun experiencenice and relaxing experienceREALLY nice time
Viator
$28
Book now
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Dog Day of Summer Harbor Cruise in Boston
Summary

This dog friendly cruise allows you to beat the heat of the city while enjoying the sights and sounds of Boston Harbor. The live narration provides historic information as well as current updates to a very lively working harbor.

Itinerary
  • Boston
  • Seaport District / South Boston Waterfront
  • Castle Island
  • USS Constitution
  • North End
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Boston Harbor Brunch Cruise

Boston Harbor Brunch Cruise

2 hrsFree cancellation
4.56 (164 reviews)
84.36%
15.64%
food was deliciousamazingGreat experience
Viator
$106
Book now
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Boston Harbor Brunch Cruise
Summary

Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island, Georges Island, Independence Fort, Bunker Hill Monument, USS Cassin Young, USS Constitution, Old North Church, Boston’s Seaport District...

Inclusions
  • Moderately narrated cruise by the Captain of the main sights. This is not a fully narrated tour
  • Brunch
  • Sightseeing Cruise of Boston Harbor
  • Set sail aboard the Northern Lights, a 1920s style yacht
Exclusions
  • A full bar will be available for guests to purchase drinks by credit card only.
  • Gratuities
  • Credit Cards are the only form of payment accepted on your cruise. Please plan accordingly.
  • Outside adult beverages and coolers are not allowed aboard
Itinerary
  • Old North Church & Historic Site
  • USS Cassin Young
  • Bunker Hill Monument
  • USS Constitution
  • Lovell's Island
  • Castle Island
  • George's Island
  • Spectacle Island
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Specialized infant seats are available, Suitable for all physical fitness levels, Children must be accompanied by an adult., Please advise of any dietary requirements at time of booking. Please note that not all requests can be met, but we will do our best to accommodate them., A full bar is available. Drinks can be purchased by credit card only., Infant seats are available with advance notice, Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted., Please let us know in advance if assistance is required for boarding, This is a moderately narrated cruise by the Captain of the main sights. This is not a fully narrated tour, Large group bookings are not permitted. Multiple bookings are subject to added fees or cancellation by operator
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Boston Harbor Narrated Sunset Cruise

Boston Harbor Narrated Sunset Cruise

1.5 hrsFree cancellation
4.21 (577 reviews)
72.14%
27.86%
Beautiful viewsreally enjoyedBeautiful sunset
Viator
$29
Book now
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Boston Harbor Narrated Sunset Cruise
Summary

Escape the heat and enjoy amazing views of Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. As evening sets in, sunset colors fade to a twilight sky and the city comes alive with lights. Our 90-minute narrated sunset cruise will highlight popular and famo...

Inclusions
  • Narration will highlight popular and famous scenes of Boston Harbor from both past and present
  • 1.5-Hour Narrated Sunset Cruise of Boston Harbor
  • Enjoy amazing views of Boston’s beautiful skyline and the historic USS Constitution
  • Includes service charges
Itinerary
  • Massachusetts Bay Lines
  • Seaport District / South Boston Waterfront
  • Castle Island
  • USS Constitution
  • North End
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, Suitable for all physical fitness levels, Please advise any specific dietary requirements at time of booking
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

City Cruises Boston Premier Brunch Cruise on Odyssey

City Cruises Boston Premier Brunch Cruise on Odyssey

2 hrsFree cancellationLikely to sell out
4.53 (30 reviews)
86.57%
13.43%
greatfood was goodvery nice
Viator
$149
Book now
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City Cruises Boston Premier Brunch Cruise on Odyssey
Summary

Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a delicious menu, stocked with breakfast and lunch favorites, full-bar service, onboard entertainment, and City Cruises' distinctive hospitality ...

Inclusions
  • Duration 2 hours
  • Onboard entertainment
  • Guaranteed table for your party size
  • Scenic Boston Harbor views
Itinerary
  • George's Island
  • Boston Light
  • Charlestown Navy Yard
  • Castle Island
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Transportation options are wheelchair accessible, Suitable for all physical fitness levels, Full-bar available., Dress code: semi-formal attire., Our decks are climate-controlled to cruise year-round in all weather conditions., Children are welcome and infants under three cruise free., We do our best to accommodate dietary restrictions., Boarding begins one hour prior to departure. Guests must arrive early, as late arrivals will likely miss the boat., Please keep in mind that because all seating is pre-assigned, it's very important to let the City Cruises Contact Center know ahead of time if you'd like to be seated with someone who isn't on your reservation.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Historic Boston Harbor Cruise

Historic Boston Harbor Cruise

4.5 (14 reviews)
Headout
$46
Book now
View Details
Historic Boston Harbor Cruise
Summary

Getting started Meet your crew at the boarding point mentioned on your ticket. After a quick voucher and security scan, head to the boat. Departure is from One Long Wharf, located between the Long Wharf Marriott Hotel and the New England Aquarium. What to expect Enjoy the comforts of the boat—spacio...

Inclusions
  • - 1-hour Harbor cruise
  • - Knowledgeable guide
  • - Outdoor observation decks
  • - Indoor viewing areas with large windows
Exclusions
  • - Food & beverages

Pairs well with

Landmarks travelers visit on the same route as Castle Island.

Flynn Cruiseport Boston (Black Falcon Cruise Terminal)
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Flynn Cruiseport Boston (Black Falcon Cruise Terminal)

1.7 km away • from $183

Institute of Contemporary Art
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Institute of Contemporary Art

3.0 km away • from $20

Boston Children's Museum
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Boston Children's Museum

3.4 km away • from $28

Boston Tea Party Ships & Museum
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Boston Tea Party Ships & Museum

3.6 km away • from $9.99

Flynn Cruiseport Boston (Black Falcon Cruise Terminal)1.7kmInstitute of Contemporary Art3kmBoston Children's Museum3.4kmBoston Tea Party Ships & Museum3.6kmRowes Wharf3.7kmWaterfront3.8kmNew England Aquarium3.8kmQuincy Market4.2kmBoston Chinatown4.3kmFaneuil Hall Marketplace4.3kmBoston Massacre Site4.3kmOld South Meeting House4.3km
Boston City TourBoston Harbor CruiseBoston Ghost TourNorth End Food TourBoston Seafood TourBoston CityPASSBoston Freedom TrailBoston Airport TransferBoston Hop-On Hop-Off Trolley TourBeacon Hill Underground Railroad TourBoston City Bike TourBoston Donut Tour