Our 2024 season in South Haven is delayed — but our location in Saugatuck is open. See more details here.

Our 2024 season in South Haven is delayed — but our location in Saugatuck is open. See more details here.

Our 2023 season in South Haven is delayed. Availability will be released as soon as possible.

TWO HOUR PRIVATE SAILING CHARTERS IN SOUTH HAVEN

TWO HOUR PRIVATE SAILING CHARTERS IN SOUTH HAVEN

TWO HOUR PRIVATE SAILING CHARTERS IN SOUTH HAVEN

Best of the best

Best of the best

2023

2023

Ranked #1 tour in South Haven

Ranked #1 tour in South Haven

360+ five-star reviews

Daily private sailing tours in South Haven for groups up to 6.

Welcome aboard!

Welcome aboard!

Welcome aboard!

Set sail on the Margaret Ann, a cozy and welcoming sailboat from the scenic lakeside city of South Haven, Michigan. Our two-hour sailing charters offer an unforgettable experience for groups up to 6 people as we sail along the shore of Lake Michigan.

Whether you're a seasoned sailor or a first-timer, our commitment is to provide a relaxing and enjoyable trip that will create cherished memories for all who embark with us.

Private Charters Only

Our boat is your boat. You can even bring your own food and drinks on board.

Private Charters Only

Our boat is your boat. You can even bring your own food and drinks on board.

Simple Booking

Easily book online with a free and easy cancellation policy.

Simple Booking

Easily book online with a free and easy cancellation policy.

DNR Certified

Our Captains, crew and sailing vessels certified to provide a safe and fun sailing experience.

DNR Certified

Our Captains, crew and sailing vessels certified to provide a safe and fun sailing experience.

DNR Certified

Our Captains, crew and sailing vessels certified to provide a safe and fun sailing experience.

DNR Certified

Our Captains, crew and sailing vessels certified to provide a safe and fun sailing experience.

Another Option: Tall ship sailing in Saugatuck

Just 18 minutes away in Saugatuck, you can sail onour 65 foot tall ship, the Schooner Serenity.

Daily Public Sail in Saugatuck

Up to 24 guests

US Coast Guard certified

Make your next private event or leisurely outing on the water an unforgettable experience by chartering Schooner Serenity. With room for up to 24 guests and our professional captain and crew, you'll have everything you need.

$56 / person

See more details

Daily Public Sail in Saugatuck

Up to 24 guests

US Coast Guard certified

Make your next private event or leisurely outing on the water an unforgettable experience by chartering Schooner Serenity. With room for up to 24 guests and our professional captain and crew, you'll have everything you need.

$56 / person

See more details

Daily Public Sail in Saugatuck

Up to 24 guests

US Coast Guard certified

Make your next private event or leisurely outing on the water an unforgettable experience by chartering Schooner Serenity. With room for up to 24 guests and our professional captain and crew, you'll have everything you need.

Starting at $1,288

See more details

Daily Public Sail in Saugatuck

Up to 24 guests

US Coast Guard certified

Make your next private event or leisurely outing on the water an unforgettable experience by chartering Schooner Serenity. With room for up to 24 guests and our professional captain and crew, you'll have everything you need.

$56 / person

See more details

Some recent reviews

"So much fun!"

"So peaceful and beautiful! Our first time sailing and it was amazing! The captain and crew were the best- full of info and a great sense of humor. The boat is perfect for a family of 6. We enjoyed it so much and highly recommend!"

Melanie H.

September 2022

"Just the best!"

"We've done the larger sails out of South Haven, and they can be fun. But for a more intimate experience, we chose Sailing South Haven. Just my husband and I, and the captain and deck hand. The weather was perfect, and it was fun to get to pilot the sailboat for a bit. You can help as much (or as little) as you want. And of course, the BYOB is awesome. Definitely worth the price."

Michelle A

August 2022

"Must do in South Haven!"

"We had the absolute best time with Andy and Ann. They made us feel comfortable and safe and made sure we had an amazing tim. We kept saying this was the highlight of our weekend in South Haven - we will for sure be doing this again!!! Can't express enough how great this experience was - if you're thinking about booking, just DO IT!"

Jacqueline T.

September 2022

"Amazing time sailing on Lake Michigan."

"My husband and I were in South Haven for our mini moon and decided to take a trip on Sailing South Haven for our last night and boy are we glad we did! It was such a wonderful experience, Captain Andy & Ann were awesome! They took us out and we had the most magical evening watching the sunset and enjoying the peace and quiet of Lake Michigan with champagne and snacks!"

Kara P.

August 2022

Our 2023 season in South Haven is delayed — but our location in Saugatuck is open.


See more details here.