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

12 Products

City Cruises Boston Historic Sightseeing Harbor Cruise
$46
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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
  • Boston Light
  • 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 Cruise
$56
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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
Boston Whale Watching Cruise by New England Aquarium
$86
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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 Sail Tour
2 hrsFree cancellationLikely to sell out
$82
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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.

Dog Day of Summer Harbor Cruise in Boston
1.5 hrsFree cancellationLikely to sell out
$28
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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
2 hrsFree cancellationLikely to sell out
$106
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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.

City Cruises Boston Premier Brunch Cruise on Odyssey
$104
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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, It is recommended to arrive 45 minutes early, as boarding begins 30 minutes prior to departure. Guests must arrive on time, as late arrivals will likely miss the boat.
Cancellation Policy

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

Boston Harbor Fall Brunch Cruise
2 hrsFree cancellationLikely to sell out
$106
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Boston Harbor Fall Brunch Cruise
Summary

Enjoy a fresh, gourmet brunch on this scenic Fall Foliage cruise around Boston Harbor and the Harbor Islands. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with pastries, fruit, yogurt, bagels, potatoes, breakfast meats, eggs, and more. View popular Boston high...

Inclusions
  • Leaf-peeping Fall Foliage Brunch Cruise of Boston Harbor
  • Gourmet Buffet Brunch
  • Set sail aboard the Northern Lights, a 1920s style yacht
  • See notable Boston sites such as the Harbor Islands, Bunker Hill Monument, and the USS Constitution
Exclusions
  • Alcoholic and non-alcoholic beverages (available for purchase)
Itinerary
  • Castle Island
  • Old North Church & Historic Site
  • Bunker Hill Monument
  • Charlestown Navy Yard
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, Children must be accompanied by an adult, Outside food and beverages will not be permitted, Dress for weather, 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., Not wheelchair accessible; Please let us know in advance if assistance is required for boarding., Service animals are permitted; Pets and emotional support animals are not permitted., There will be some narration of some of the key sights as we cruise, Please let the operator know if booking separately from other guests in your party, 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.

New England Fall Lunch Cruise in Boston Harbor
1.5 hrsFree cancellationLikely to sell out
$82
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New England Fall Lunch Cruise in Boston Harbor
Summary

Join the captain and crew of Yacht Northern Lights for a relaxing Boston Harbor cruise featuring the colorful trees of Fall. New England has been known for the vibrant foliage that people are drawn to every year. A gourmet buffet lunch consisting of a selection of entrees and sides is included with ...

Inclusions
  • Take in the sights from a heated main cabin, or enjoy the views from the open top-deck of the boat
  • Fall Foliage Lunch Cruise in Boston Harbor
  • Buffet lunch with pork loin, roasted turkey, stuffing, cranberries, squash ravioli, salad & more
Exclusions
  • Beverages are not included, but are available for purchase by credit card from the bar
Itinerary
  • Boston Harbor Islands State Park
  • Thompson Island
  • Castle Island
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, Children must be accompanied by an adult, Dress for the weather and wear comfortable shoes. There is a heated main observation cabin and open bow, Drinks are available for purchase by credit card only at the bar, Please arrive 15-30 minutes prior to the scheduled departure time to check-in at the ticket booth and obtain boarding passes, Service animals are permitted; pets and emotional support animals are not permitted, Not Wheelchair accessible. Please let us know in advance if assistance is required for boarding, There will be some narration on some of the key sights as we cruise, Please let the operator know if booking separately from other guests in your party, 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.

Historic Boston Harbor Cruise
$46
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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