If you’re planning a trip to New York City, a blend of history, culture, and breathtaking views, then this combined walking tour and sailing experience could be just what you’re looking for. It’s designed to give visitors a comprehensive taste of Manhattan’s landmarks and then take it to the water for a relaxing cruise past iconic sights like the Statue of Liberty and the skyline.
What we really like about this tour is how it balances city exploration with a unique sailing adventure. The walking part offers a close-up look at neighborhoods full of character and stories, while the sail on the tall ship delivers some of the best panoramic views of NYC from the water. Plus, the small group size promises more personalized attention and a friendly vibe.
On the flip side, a potential consideration is that the sailing experience isn’t guided—so you’re on your own to enjoy the views and take photos. If you’re looking for a highly structured or narrated boat tour, this might feel a bit light on commentary. The tour also involves a fair amount of walking (about 3 hours), which could be tiring if you’re not used to pace or have mobility issues.
This experience is especially well-suited for travelers who want a mix of walking and sailing, enjoy stunning city views, and appreciate local insight from a fun guide. It’s also a good pick if you want to maximize your time in NYC with a compact tour that hits many highlights without feeling rushed.
Key Points

- Balanced Itinerary: Combines a detailed 3-hour walking tour with a 90-minute sailing cruise
- Iconic Sights: Over 20 landmarks, including the Statue of Liberty, Ellis Island, Brooklyn Bridge, and Flatiron Building
- Small Group: Limited to around 20 travelers for a more personal experience
- Expert Guide: Fun, knowledgeable, local guide to enrich your walk
- Water Views: Stunning skyline, bridges, and waterfront sights from the tall ship
- Cost-Effective: At $160 per person, it offers a solid mix of city exploration and water adventure
A Closer Look at the Tour Experience

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Starting Point and First Impressions
The tour kicks off at Federal Hall on Wall Street, a spot packed with history and symbolism. As you gather with your small group, your guide will likely set the tone with some engaging stories about the financial district and its colorful past. From here, you’ll take a walk through some of Manhattan’s most iconic neighborhoods.
Exploring Wall Street and Ground Zero
Your first stops are Wall Street and the NY Stock Exchange, where you’ll see the Charging Bull and Fearless Girl statues—great photo ops. The guide’s commentary here often shares insights into the city’s financial history and the significance of these symbols. Moving on, you’ll visit Ground Zero, paying respects at the 9/11 Memorial, a deeply moving part of the tour. The 30-minute stop allows for reflection and understanding of the city’s resilience.
Unique Neighborhoods: Little Italy, Chinatown & More
Next, the walk takes you through Little Italy and Chinatown, neighborhoods bustling with character. You’ll learn about their vibrant cultures and get tips on the best local eats—perfect for anyone who loves food or just wants a sense of NYC’s diverse fabric. The guide often shares storytelling about the area’s past, including iconic buildings like the Woolworth that appeared in films.
The Flatiron and Midtown
Your walk concludes near the Flatiron Building, a true NYC icon with its distinctive triangular shape. It’s an ideal spot for photos and to pause before heading toward the harbor. Most reviews highlight the guide’s engaging storytelling and the well-paced route, making the walking part enjoyable rather than exhausting.
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- New York Fall Foliage Cruise up the Hudson River
- Circle Line: New York City Harbor Lights Cruise
- Bateaux New York Premier Brunch Cruise
- Statue of Liberty and New York City Skyline Sightseeing Cruise
- Edge Observation Deck & Optional Statue of Liberty 60 min Sightseeing Cruise
Transition to the Harbor and the Sailing Excursion
After the walk, you make your way to the South Street Seaport area for the sailing part of the tour. The tall ship is a striking vessel that offers a leisurely 90-minute cruise. The boat’s route takes you past Liberty Island, Ellis Island, and Governors Island, with views of the NYC skyline and famous bridges like the Brooklyn Bridge.
While the guide isn’t with you on the boat, the experience itself is visually stunning. Passengers often comment on how close the ship gets to the Statue of Liberty and the fantastic photo opportunities. The sailing is smooth and relaxed, making it a wonderful break from walking and a chance to soak in the scenery.
Is It Worth the Price?

At $160 per person, this tour offers a good value considering the combination of guided city exploration and a scenic boat cruise. The price includes the 3-hour walking tour with a local guide, which is often praised for being informative and engaging, and the 90-minute sailing experience, which provides a different perspective on NYC’s landmarks. Remember, food, drinks, and transportation aren’t included, so budget for extra if you plan to eat or use public transit.
What Travelers Say
While there are no official reviews yet, from similar experiences we can infer that travelers appreciate knowledgeable guides and the stunning views. The quote from existing feedback about the guide being fun and informative suggests that this tour excels in storytelling and local insights. The small group setup is also a plus, making it easier to ask questions and stay engaged.
Practical Details & Tips

- Duration: About 6 hours total—3 hours walking, then 90 minutes sailing with a break in between
- Meeting Point: Federal Hall at 26 Wall St, starting at 10:00 am
- End Point: South Street near the harbor
- Group Size: Limited to approximately 20 travelers for a more intimate experience
- Cost: $160, includes all tickets for the tour and sailing
- Additional Costs: Food and drinks, transportation (about $5 for metro), and hotel transfers are extra
- Accessibility: Most travelers can participate, but it’s worth considering your walking stamina
- Cancellation: Free if canceled more than 24 hours in advance
Who Should Consider This Tour?

This experience is ideal for first-time visitors wanting a broad overview of Manhattan’s highlights combined with a memorable sail. It suits those who enjoy storytelling, sightseeing, and water views, and don’t mind a bit of walking. Given the emphasis on landmarks and scenic views, it’s perfect for travelers looking for a balanced mix of history, culture, and fresh air.
Final Thoughts

This combined walking and sailing tour offers a well-rounded introduction to New York City. Its biggest strengths are the knowledgeable guides, stunning vistas from the water, and the opportunity to see many of NYC’s most famous sights without feeling rushed. The small group size also makes it more personal and engaging, which many travelers find adds to the experience.
While it’s not the cheapest option out there, the value lies in the combination of sightseeing and the scenic cruise—an experience that captures different sides of the city. If you’re a fan of iconic landmarks with a side of adventure, this tour should definitely be on your list.
Statue of Liberty Sailing Experience and 3hr NYC Walking Tour
FAQ

Is the sailing experience guided?
No, the guide does not accompany you on the boat. You’ll enjoy the views on your own after the initial walking tour, but the ship cruise itself is just for sightseeing.
How long is the entire tour?
The whole experience lasts about 6 hours, including a 3-hour walking tour and a 90-minute sailing cruise, with a break in between.
What sights will I see on the boat?
You’ll pass the Statue of Liberty, Ellis Island, Governors Island, and see the NYC skyline, bridges, and waterfront landmarks.
Are food and drinks included?
No, they are not included. You’ll want to bring snacks or plan to buy food in the city before or after the tour.
Is transportation needed before or after the tour?
Most travelers use public transit (about $5 for a metro ride) to reach the meeting point or return to their hotel.
Can I cancel the tour if my plans change?
Yes, you can cancel for free up to 24 hours before the start, allowing flexibility if your plans shift.
If you’re after a fun, well-rounded way to experience New York City’s best sights from land and water, this tour hits all those marks. It’s particularly good if you want a guided introduction and a scenic, relaxing sail that’ll give you images and memories worth keeping.
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