10 Historical & Heritage Tours in Brooklyn That You Shouldn't Miss

July 15, 2021 Madelene Haan

It seems like most folks have a grandmother, great-uncle or some other distant relative that used to live in Brooklyn, or perhaps a friend that lives there now. In the early 1900s, it was a mecca for immigrants arriving via Ellis Island. A hundred years later, young professionals and artists left pricey Manhattan digs for Brooklyn's cheaper and more expansive space. Neighborhoods like Brooklyn Heights and Park Slope, which had fallen into disrepair over the years, were restored and reborn as funky enclaves. Walk or bike over the historic Brooklyn Bridge (or ride the subway) to Brooklyn Heights for a stroll along the Promenade and breathtaking views of the Manhattan skyline. Meander through Prospect Park and the Brooklyn Botanical Gardens for a taste of nature in the urban wilds. Catch a performance at the world-famous Brooklyn Academy of Music. From the delicious Italian restaurants of Bensonhurst to the Irish bars that line the avenues of Bay Ridge, from the hotdogs and rollercoasters of Coney Island to the bagels and handball courts of Greenpoint, Brooklyn is a state of mind as well as a dynamic community. Discover why, no matter where people move on to, they remain Brooklynites at heart.
Restaurants in Brooklyn

1. Brooklyn Literary Pub Crawl

Henry Street Ale House, 62 Henry St, Brooklyn, NY 11201, USA Greenwich Village Literary Pub Crawl
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5.0 based on 1 reviews

On this 3 hour literary tour of Brooklyn Heights, Cobble Hill and Boerum Hill, you’ll see the sites and sip drinks at the pubs. You’ll also hear the stories and writings of the authors that helped shaped the most famous borough in the world.

Inclusions: Professional guide

Exclusions: Alcoholic drinks (available to purchase), Food and drinks, A pony

Reviewed By Lpoko258

This was a fun tour walking around the village and hearing stories of authors known, and unknown. The guides were a comic duo who played off of each other well. Their stories were full of information, and I learned a lot about a part of the city with which I thought I was really familiar. The stops along the way were iconic. We had enough time to get a drink and hear some tales. Definitely a fun afternoon out!

2. Prospect Park Walking Tour in Brooklyn

Soldiers and Sailors Memorial Arch, 20 Grand Army Plaza, Brooklyn, NY 11238, USA Custom NYC Tours
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5.0 based on 2 reviews

Explore Brooklyn's scenic treasure, designed by Frederick Law Olmsted and Calvert Vaux after their completion of Central Park. Learn why they came to prefer this park to their original Manhattan masterpiece. This walking tour begins at historic Grand Army Plaza, where you'll see the famous Soldiers and Sailors Memorial Arch. From there, we'll begin our journey of the highlights of Prospect Park. You'll see the Long Meadow, the Ravine, the Boathouse & Audubon Center, historic Lefferts House, beautiful bridges and arches, and so much more. Along the way, your guide will recount the history of Olmsted and Vaux's Brooklyn masterpiece and how their experiences with Central Park shaped this park's trajectory, and Brooklyn's too. Your guide will also take questions as you go, to help you feel right at home.

Inclusions: Local guide

Exclusions: Gratuities, Food and drinks

Reviewed By rosemarier853

What an enriching experience to have a tour guide! Great historic photos and information. The guide was wonderful. He pointed out views that we had missed in the past. We now have a full appreciation of the Highline and surrounding area.

3. New York- City of Contrasts

371 7th Ave, New York, NY 10001, USA Royal City Tours
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5.0 based on 1 reviews

New York- City of Contrasts tour is one of a kind experience! Visit and discover outside of Manhattan to places that are hidden and unheard of. At the same time admire culture diversity and hop on/off at different locations in Bronx, Queens & Brooklyn seeing New York City from another angle. Allow our experienced tour guide to entertain you with a variety of views and contrasts found within NYC the BIG APPLE! You will never forget this complete visit to the most popular attractions each borough has to offer.

Inclusions: All taxes, fees and handling charges, Driver/guide, Professional guide, Transport by air-conditioned vehicle

Exclusions: Food and drinks, Gratuities

Reviewed By Silverstreak11

Great tour with excellent views of the Manhattan skyline. Our guide Daniel was great and well informed. Highly recommend!

4. Williamsburg & Brooklyn Tour with a Local: Private & Personalized

Brooklyn, NY, USA City Unscripted New York
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5.0 based on 1 reviews

You'll join one of our hosts for a jaunt around Williamsburg, a neighborhood which its locals like to think is the trendiest in the city, and we probably wouldn't disagree with them. Roam around this hip(ster) spot, seeing what there is to see, eating what there is to eat and shopping what there is to shop. Head's up, there's a lot of all of the above. Our handpicked hosts are culinary connoisseurs and history buffs, bakers and bankers, students and seniors. Like the people who travel with us, they have different backgrounds and interests – but they’re all so passionate about the place they call home, they choose to spend their free time sharing it with the like-minded travelers matched to them. Your meeting place and time as well as your itinerary are flexible, so you can plan and experience with your host to meet your needs.

Inclusions: Private and personalised experience, 2 to 5 hours with your host, Walking experience (if required, your host can suggest public transport or taxi options), Hotel meet-up (available on request for central locations)

Exclusions: Food and drink, Tickets to any attractions, Transportation costs, Gratuities

Reviewed By 622sophieo

Kamilla was a wonderful host. She has shown us the wonderful world off the beaten track, real areas where people live and work. The tour of Brooklyn Heights, DUMBO and Williamsburg was a real treat! Thank you, Kamilla!

5. Brooklyn Street Art Bike Tour

1 Carlton Ave, Brooklyn, NY 11205, USA Brooklyn Giro Bicycle Tours
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5.0 based on 1 reviews

Bushwick, one of the original settlements in Brooklyn, boasts some of the most exciting Street Art… with its’ growing population of ‘urban artists’ and ‘hipsters’, combined with a growing bar and restaurant scene; this area in Brooklyn is one to watch… this tour visits the surrounding areas, all of which were originally part of this area with waterfront views of North Brooklyn, newly developed Navy Yards, and incredible views of the Brooklyn Bridge at the end of your tour.

Inclusions: Use of bicycle, Helmet

Exclusions: Gratuties

Reviewed By 228christeng

Had an amazing bike tour of Brooklyn. Our guide, John, was very knowledgeable about the history, architecture and cultural nuisances of every area. He hit stopped at all the places to capture picturesque views of Manhattan. Couldn’t not say enough great things about this tour. Highly recommend!

6. Prospect Park Tour

10 Grand Army Plaza, Brooklyn, NY 11238, USA Turnstile Tours
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5.0 based on 12 reviews

Explore Prospect Park on this 2-hour guided walking tour and learn about historic restoration and environmental preservation work in the Park, including cultural and recreation projects currently underway. This interactive experience explores how Prospect Park has changed over time, from the original vision of designers Frederick Law Olmsted and Calvert Vaux to the ways in which the Park is used today. Tours begin at Grand Army Plaza and take visitors through many of the key natural and historic landmarks of the park, including the breathtaking Long Meadow, the innovatively-designed LeFrak Center at Lakeside, and the Ravine, the largest natural forest in Brooklyn. This tour also features a special behind-the-scenes visit to historic sites and features within the park. These tours are offered by Turnstile Tours on behalf of Prospect Park Alliance, the non-profit organization that sustains, restores, and advances the Park in partnership with New York City.

Inclusions: Knowledgeable and engaging tour guide

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Reviewed By joannedH4058NE

My friends and I took the DUMBO tour with Cindy. It was excellent. She was an amazing tour guide - balancing the historical information with anecdotal experiences that formed a fully enjoyable story about the area from the pre 1800 - now. Cindy engaged with the group in ways that got everyone involved in the storyline. Wonderful, wonderful, wonderful! I can't wait to register for another tour!

7. Cycle To NYC's Top Sites In One Day

203 W 58th St, New York, NY 10019, USA Scott's New York
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5.0 based on 1 reviews

From Central Park to Brooklyn Bridge to Ground Zero, we'll see it all! This is not a tour for beginner cyclists. This a tour for confident, urban cyclists. We'll cover around 25 miles (40 km) over 6 hours. The pace will be brisk but not back-breaking or exhausting. We'll stick to designated bike lanes, but please understand, we cannot do this exclusively. This a tour for the adventurous of spirit. You'll see so many of NYC's most iconic spots and as they were intended to be seen: from the street. We'll take lots of breaks where you can get off the bikes, walk around and I will find you lots of photo ops to make you Instagram feed POP! I'll keep you safe and you'll never risk wasting time getting lost. I'll also keep you entertained and provide history, context and local color. By the end of the day, you'll feel the burn, but be ready to feast in one of NYC's great restaurants—guilt free, you earned it!

Inclusions: Use of bicycle, Helmet, Snacks

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Reviewed By tmcintyre0322

After taking the Brooklyn Bridge tour, my friend and I immediately scheduled this tour. There is no better way to get around Central Park than by bike, and Scott did a great job of telling us both the historical and pop culture significance of different spots. We had plenty of opportunities to stop, take pictures, and walk around certain areas like the Bow Bridge, Shakespeare Garden, and Strawberry Fields, John Lennon Memorial. I am already planning my next trip back to NYC and will be booking again!!

8. Jewish Tour | NYC in Chassidic Hassidic Community in Brooklyn NY

Jewish Tours Inc Jewish Local Walking Tours in Chassidic Hasidic communities in Brooklyn NY NYC Crown Heights Williamsburg, Albany Ave, Brooklyn, NY 11203, USA Jewish Tours
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5.0 based on 1 reviews

Walk into Jewish life with a local guide. This exclusive tour will take you into places unavailable to the public. Giving you an inside view of the community. While answering all your questions and providing detailed history about the culture and traditions. The tour will give you in-depth knowledge into the history, philosophy, and culture of the Jewish people and their practice. We will discover what makes someone Jewish and the Jewish view on non-Jews. Through this tour expect myths to be broken, your questions answered, and fascinating insights into what it means to be a Jew.

Inclusions: All Fees and Taxes

Exclusions: Lunch

Reviewed By pmandjlf

We had a small group, so our tour guide took time to explain Hasidic philosophy/theology to us at the beginning. We then toured seven different sites around the neighborhood. The tour guide was very knowledgeable and open. I was most impressed by how he explained the connections between Hasidic thought and how they lead their lives.

9. Central Park Walking Tour

General William Tecumseh Sherman Monument, 764 Doris C Freedman Pl, New York, NY 10019, USA Custom NYC Tours
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4.9 based on 54 reviews

Central Park is the most famous urban park in the world, and this tour will help you discover why. From the sweeping Central Park Mall to the Bow Bridge to Strawberry Fields to the gorgeous Bethesda Terrace, and much more, your guide will make sure you get to see all of the highlights of this expansive park. Along the way, you'll learn the fascinating history of Frederick Law Olmsted and Calvert Vaux's urban masterpiece. Central Park has been called “one of the greatest works of art in America”. Come see why! Your walking tour will start at Manhattan's Grand Army Plaza and continue on through the park. Your guide will show you all the highlights of the park at a leisurely pace, while providing historic photos for reference. This tour takes place year round, as each season is a different experience. The best thing about this park is that every month brings changes and new discoveries. A small-group tour also provides a more personal experience.

Inclusions: Professional guide

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By rosemarier853

What an enriching experience to have a tour guide! Great historic photos and information. The guide was wonderful. He pointed out views that we had missed in the past. We now have a full appreciation of the Highline and surrounding area.

10. New York: The High Line & Chelsea Market with Food Tastings

Washington Street & Gansevoort Street, Washington St & Gansevoort St, New York, NY 10014, USA New York City Urban Adventures
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4.9 based on 39 reviews

This fun walking tour will take you over the High Line and through the Meatpacking and Chelsea neighborhoods to explore history, art, food... and, of course, beautiful views. You’ll leave with an understanding of how the past has shaped the present, and how modern New York has re-purposed this history to create something unique that has transformed the city both for the better and for the worse.

Inclusions: Local Spanish-speaking guide, 1-2 small food tastings in Chelsea Market

Exclusions: Tips/gratuities for your guide

Reviewed By LassMinTraveler

Brian was a great tour guide as well as accommodating everyone's individual needs as well as diets if you didn't eat it or like it Brian went out of his way to make it happen. I truly enjoyed the tour as well as the other places he recommended after the tour I definitely recommend this tour ....Great job Brian we're still talking about it who knows you may see us soon something is in the works ????????????

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