Sailing NYC with Brooklyn Sail
Catalina Standard (1994)
See amazing views of the city during this top rated sailing experience for up to six passengers! Join our friendly and knowledgeable captains and take fantastic photographs from the comfort of a 34’ sailboat.
- Statue of Liberty
- Manhattan Skyline
- Ellis Island
- Brooklyn Bridge
- Freedom Tower
- Governors Island
Daily Times: 9:00am, 11:30am, 2:30pm, 5:00pm, 7:30pm.
We have a full drink menu available: Champagne, White Wine, Rose, Beer, Hard Seltzer
Our qualified captains are knowledgeable, experienced, professional, and fun! We adhere to all USCG rules, and have all required safety equipment on board.
What happens if it rains? If I have to cancel for any bad weather there is a full refund. Generally I play it safe and we only sail if there is a good chance of clear skies. Usually the weather report improves closer to the date and we will never sail if it is unsafe.
Can I reschedule my sail? You are allowed to 1reschedule 72 hours or more before your sailing reservation. No reschedules are allowed within 72 hours of your reservation.
Can I cancel my sail? You are allowed to cancel and receive a full refund 7 days or before your sailing reservation. No refunds for cancellations within 7 days of your reservation. No refunds if you are more than 30 minutes late or miss your sail. No penalty for any cancellation caused by a government shutdown.
Where are you located? Brooklyn Bridge Park
How many people can I bring? Groups up to six passengers. 6 passengers is a legal maximum.
Can I bring a 7th person, they are really cool? No, six passengers is a legal maximum.
Do kids or babies count as passengers? Kids and babies legally count as passengers.
Can I bring kids or babies? I provide life jackets for any kids or babies12 or younger that will have to be worn the entire sail. Please let me know if you plan to bring anyone under13 to make sure I have the correct number of life jackets.
Can I bring drinks or food? Passengers are welcome to bring any food or drink—please no red wine or anything that stains or is messy. There is bottled water available.
Is there a working bathroom? You are welcome to use the bathroom at any time.
Are there speakers for playing music? There are 2Bluetooth speakers guests can use to play music.
Is there a refrigerator or ice? There is an ice box with light refrigeration for any food or drinks.
Is smoking allowed? Smoking is not allowed during the sail although a vape is ok from the front of the boat.
Are you available next weekend? You can check available days on the calendar and see a "Add Extras" with 'message owner'
This boat has 1 additional services available. View addons
Number of engines
Horsepower per engine
Optional Extras (1)
Additional hour$295per booking
- Cocktail parties
- VHF Radio
- Speakers on deck
- Depth finder
Navigation & Safety
- VHF Radio
- Depth finder
- Life jackets
- Fire extinguisher
- First aid kit
- Torch light
- Speakers on deck
- Cocktail parties
Sept. 25th, 2022
We had a great time! 10/10 would sail again.
Sept. 14th, 2022
Aug. 16th, 2022
Beautiful boat. Fabulous Captain - knowledgeable and friendly. The sail was just stunning and we hope to ride again, soon.
Aug. 6th, 2022
We had a wonderful two-hour sail with Ian's brother, Andrew. He was extremely considerate and responsive to the needs of his passengers, a skilled sailor, and just great company throughout.
He charted a route from Pier 5 in Brooklyn heading north up the East River and coming about under the Manhattan Bridge. From there we continued south through Buttermilk Channel passing close by Governor's Island, Liberty Island, Ellis Island, and then returned near the Battery back to the pier.
I cannot recommend this captain and boat more highly. It was a wonderful to be on the water and see the islands from this unique perspective.
Aug. 1st, 2022
July 26th, 2022
So much fun! Brought my parents who were visiting, the trip was so special! Would definitely recommend a trip with Ian. Boat is great, captain is knowledgeable and it's just great fun sailing around Manhattan
July 25th, 2022
Great experience. Would definitely recommend and hope to do again soon!
July 22nd, 2022
Ian was a delightful captain. He was friendly and knowledgeable which was helpful to my guests who have various sailing skills and interest.
Ian was timely and courteous, ensuring we started promptly and also enjoyed a nice long sail.
Ian's boat is comfortable, clean and well sized for a group of 6.
I recommend you book with Ian for a lovely, leisurely time.
July 18th, 2022
July 17th, 2022
We had the best time on the boat! The captain was great. We felt welcomed and safe. So much fun. We'll definitely do it again.
July 5th, 2022
We took a perfect trip over the holiday weekend. We are all local and all agreed it was one of our favorite NYC days, ever. Beautiful, easy, chill and a different way to enjoy our gorgeous city. Both Ian and Andrew are great to work with and captain the boat. We will 100% do it again.
July 4th, 2022
Fantastic trip. Ian is an awesome captain. Very knowledgeable and the boat was great. Clean and very nice. We will absolutely be using him again, Highly recommend!
Oct. 29th, 2021
We sailed with Ian's brother Andrew, and he was a pleasure to be around. The boat was clean and stocked with ice and water. We brought our own food and drinks, and it was a wonderful day sailing on a beautiful boat.
Oct. 12th, 2021
Great ride around NYC. Ian was so quiet the whole time we forgot he was there, which was perfect. He was happy to take some photos of us as a group when we asked as well. Always in a good mood and just wanted us to enjoy ourselves safely on the boat. The excursion was 2.5 hours, an extra half hour than other were offering, and left from an ideal location out of Brooklyn. 5 stars
Oct. 5th, 2021
Ian was amazing! Proposal to my gf went extremely well. Ian was very accommodating and understanding! Will definitely book again! 5 *
Sept. 27th, 2021
Sept. 6th, 2021
Ian was very flexible about scheduling when a thunderstorm threw off our plans! My friends were able to use the reservation at a later date and even brought another person— very happy with the value of this booking! They had a great evening with city views, saw the Statue of Liberty up close, hopefully I’ll be able to join next time!! Communication was great as well!
Aug. 14th, 2021
We were planning to sail during sunset time but thanks to Ian who was very responsible about our safety, moved the sailing date to another day because a storm just showed up.
Then we we sailed at 9am which was a very good idea since the weather was beautiful out there.
We met Andrew, he was our captain and he explained everything we needed to know about our safety.
Then we sailed and everything went smoothly. Andrew was so kind and he took some pictures of us.
We enjoyed so much. We were 4 people. The boat is neat and equipped with all you can need to expend our time out there.
Aug. 5th, 2021
Great experience Ian was great!
July 26th, 2021
The trip was amazing! I highly recommend it for everyone.
July 20th, 2021
It was great! Thank you so much ,Ian!
July 16th, 2021
July 14th, 2021
Ian was wonderful! We had a great boat ride! If you’re thinking about booking but haven’t yet, just do it! Definitely worth it and such a cool experience with friends!
June 25th, 2021
We had an incredible time on Ian’s boat. Looks just like the pictures and Ian is a great captain/host. Would recommend to anyone
June 21st, 2021
A huge THANK YOU to Ian for an awesome sail! Ian was extremely accommodating and enjoyable. Ian is very knowledgeable and able to answer our many questions. We will definitely look him up again for future sails!
June 14th, 2021
Ian was accommodating to our special requests and took us on a great trip! Will definitely book again.
June 3rd, 2021
It was super great! Loved every moment. Beautiful boat and Ian was great! Thank you so much!!
May 25th, 2021
Andrew was amazing!! 5 of us had a great experience!!! Definitely would recommend and we plan on doing it again!
May 24th, 2021
The boat ride was lovely and could not have gone better!
May 11th, 2021
My family and I had an amazing time enjoying all of the great information Ian shared. He was very kind and is very passionate about sailing. The boat was clean and had all sorts of amenities to keep his passengers comfortable. Would 100% recommend going and I will personally be booking again!!!
May 8th, 2021
We sailed with Ian to celebrate my husband's 30th birthday and it couldn't have been better! A beautiful sunset sail around lower manhattan and the statue of liberty was the perfect way to celebrate with friends. Also very covid safe since it was just our group on the boat! Ian was great and we had a blast. Now I just need to find anther excuse to sail again! Highly recommend.
April 20th, 2021
April 18th, 2021
Everything was UUHMAZING ! I cannot eait to book again. I am so happy i booked Ian!
April 12th, 2021
We had such an amazing experience! The enchantress was clean and spacious. Ian is really helpful and tries his best to accommodate any requests you have. We will definitely book again in the future.
April 11th, 2021
April 9th, 2021
Ian, was extremely responsive and accommodating for our trip. In addition, he was friendly and offered knowledgeable information/tips for sight seeing along the way.
April 9th, 2021
Ian’s the best!
Oct. 25th, 2020
Ian was great! He was prompt, communicative and just fun to talk with! He handled everything so we could just enjoy being on the boat and sailing!
Oct. 25th, 2020
It was an amazing trip!! Thank you very much Ian for all!
We will come back for sure!!
Oct. 23rd, 2020
Excellent day trip.. Ian was great and kept us nice and dry
Would do it again.
Oct. 15th, 2020
Ian was the absolute BEST. I had tried to find a few places to rent a tour last minute (literally 1-2 day notice) to surprise my older brother for his birthday! Everyone was a bust. But the universe led me to Ian. He was so kind enough to be flexible and create a time slot that he didn’t have originally to help with the timing of us having an engagement after our ride. That meant the world to me because I was trying SOOOOOOOOOOOOOOO hard to make it work with a boat tour for my brother birthday. The ride itself was so cool! It was a first for me being on any type of boat. But Ian was super nice, professional, chill, funny and cool. He was extremely knowledgeable about the sea and landmarks. He answered all million of my questions with no problem! He made this a memorable experience for my whole family. I would book with him again in a heart beat! Thank you sooooo much again.
Oct. 13th, 2020
Sept. 26th, 2020
Highly recommend Ian and this trip!!
Ian is a super safe and wonderful captain and his sailboat is pristine and beautiful. He was waiting for us and made this birthday trip unforgetable.
He will sail around and highlight NYC in a way you will never forget. Thank you, Ian!
Sept. 22nd, 2020
Had the absolute best birthday boat trip. Ian is safe, knowledgeable and fun and his boat is the perfect size and layout for 6 people. Would absolutely recommend and can’t wait to get back on board. Thank you!
Sept. 21st, 2020
Had a great time on Ian’s boat! He was a great captain and the boat was perfect!
Sept. 20th, 2020
We had the most fantastic afternoon on the water! Ian was wonderful and the boat was truly stunning. Incredible way to celebrate a birthday and I will absolutely be coming back for another trip!
Sept. 14th, 2020
I couldn't recommend Ian more. Everything was perfect. Best birthday ever!
Sept. 8th, 2020
Our sail with Ian was beautiful, relaxing, and really fun.
Ian was quick to respond and really accommodating to me and my group. We definitely look forward to sailing with Ian again.
Sept. 5th, 2020
Ian was an excellent steward for the private sail afternoon trip around Manhattan, nothing short of spectacular. I surprised my partner with a private tour of NYC for our anniversary and this incredible experience exceeded my already high expectations. I will definitely be back to enjoy the marvelous views of this beautiful city again!
Aug. 24th, 2020
Ian was helpful, timely and responsive and we all had a great evening aboard the Enchantress! Thank you!
Aug. 24th, 2020
Ian gave us the most perfect farewell to NYC. His boat is beautiful and spacious. He was extremely professional and we had a pleasant time.
Aug. 16th, 2020
We had a super great boat ride with Ian! He is an experienced sailor, and fun guy. The boat was super clean and comfortable. Highly recommend sailing with Ian!
Aug. 15th, 2020
We had the best time! Ian was a wonderful captain and host. We will definitely be doing this again!!
July 28th, 2020
Ian was a fantastic Captain! He drove smoothly, was very accommodating & made sure we had a great time. His boat was clean and well kept. I would definitely book with Ian again. Great experience! :)
July 21st, 2020
We are so grateful to Captain Ian! He truly made our day. We had a small party of 4 (3 adults, 1 toddler) and had the best time during the sunset cruise around Manhattan, Governor's Island, Statue of liberty and up the Hudson. Captain Ian was very kind, professional, accommodating, and has a great sense of humor. Being able to use his blue tooth speaker was a plus as we were able to curate our own vibe. We truly had the best time and hope to book him again soon!
July 15th, 2020
July 10th, 2020
Great boat ride Ian was very patient and made us very comfortable. Definitely booking again
July 4th, 2020
Ian was a great captain and host. Very accommodating and friendly. The boat is beautiful and clean. The sail was Very smooth And I would recommend to anyone to sail with Ian. I definitely will be again. My friends and I really enjoyed ourselves. Thanks Ian.
June 30th, 2020
Our experience was amazing! From start to finish Ian made us all feel comfortable and safe. We got to see some beautiful views! If you’re looking for a great social distancing activity I highly recommend booking with Ian. Would definitely book again.
June 30th, 2020
Ian was great! Overall very easy to get in contact with during the booking process and friendly once on the boat. Everyone had a great time!
June 26th, 2020
Ian was an amazing captain. Filled with interesting stories and very professional, we enjoyed the sail to celebrate our anniversary. We will do it again!
June 23rd, 2020
We had a great sail with Ian on Father’s Day. There were 5 of us and there was plenty of space. The weather was perfect and the harbor was beautiful for a sunset sail. The boat is in great shape and Ian is a terrific captain. Highly recommend. Best charter out of Brooklyn Bridge Park.
June 23rd, 2020
thank you so much for having us me and my husband had a great time the smile on my husband face was priceless. Ian was super cool i’m going to do it again and I’m gonna to book it with him Definitely Made us feel comfortable and safe Thank you again😌
June 22nd, 2020
Highly, highly recommend Ian and his beautiful sailboat! I surprised my husband with a sailboat ride around downtown NYC, Statue of Liberty, Ellis Island, Governor's Island, etc for Father's Day and it was such a perfect, fun afternoon. Ian was so easy to book with and he was so professional - we felt incredibly safe while also having the freedom to explore the boat as we pleased. We brought our one-year-old son and Ian had a special infant life-jacket for him. He loved it. We are definitely going to book again with Ian. Thank you!!
June 22nd, 2020
My family and I had a great time. Ian was awesome he answered all of our questions. He informed us on where we located when sailing around. It was a really great Father’s Day surprise for my husband. The trip was very relaxing.
June 20th, 2020
June 14th, 2020
My kids and I had a great time! Captain Ian is a pro!
June 1st, 2020
What an AMAZING time!!! Ian is the best captain!! He was easygoing and made sure we were comfortable every step of the way. The boat is beautiful and clean. Definitely will be taking another trip with Ian soon!!
May 31st, 2020
You will absolutely enjoy the trip around the NYC Harbor with Ian.
I chartered him for a private trip to create a magical evening under the gorgeous summer sunset. He was kind enough to take a few photos as I proposed to my girlfriend under the Brooklyn Bridge.
Definitely take advantage of laying down at the front of the ship to really feel the boat's movement. Ian even let us steer the ship for a minute, to get a sense of the boat.
Fantastic new way to see the Statue of Liberty, lower Manhattan, Governor's and Ellis Island for natives and tourists alike.
Member since June 2019
Hi my name is Ian. I've lived in Brooklyn for nine years and love to share my joy of sailing and nature with guests. I’m the owner of Enchantress, a beautiful 1994 Catalina 34 sailboat. I have a USCG (United States Coast Guard) Master sailing license, I'm certified in CPR, and have spent years living and sailing around the Atlantic East Coast. I once solo sailed the Bahamas for a Winter and had friends visit me along the way. I look forward to meeting you and going out for a sail around NY Harbor!
Location and Destination Guide
Usually this boat operates around Brooklyn, NY.
New York City looks great from the ground, but that view from the water is something else! Jump aboard a Sailo boat rental from the Big Apple and experience the thrill of the sea - and snap plenty of incredible pictures. Sailing in NYC is a must on your summer bucket list, whether you are visiting or a New Yorker.
It might not be the first thing you think of when finding things to do in New York City, but renting a boat for a full day or just a few hours is a truly memorable experience.
Customer Questions & Answers
Full refund if renter cancels 6 days or more before the trip start date.
No refund if renter cancels 5 days or less before the trip start date.