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Sheplers Ferry

5.0 (1 review)

Sheplers Ferry Photos

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6 months ago

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Sip n' Sail Cruises

Sip n' Sail Cruises

4.9(15 reviews)
6.9 mi

On our very first night on Mackinac Island, the weather was showing off--mid-60s, sunshine all day,…read morenot a cloud in sight. With the forecast looking more meh-kinac than Mackinac for the rest of the trip, we knew this was our golden hour (literally) to get out on the water. Enter: Sip 'n Sail's Sunset Cruise under the Mackinac Bridge. Let me tell you--this wasn't just a boat ride, it was a floating block party with the best views in Michigan. The boat itself is a two-tier beauty that holds around 100 folks, but lucky for us it wasn't packed. We snagged cushy patio sofa seats on the top deck (pro tip: get in line early!) and parked ourselves right in front of the live entertainment. And what entertainment it was! Our singer had charm, pipes, and a playlist straight out of the Yacht Rock Hall of Fame. Think Michael McDonald meets "Dancing With the Sunset." Everyone was singing, swaying, and probably rethinking their life choices if they didn't know all the words to "Brandy (You're a Fine Girl)." The crew? Absolute gems. From the captain steering us smooth as butter under the Mighty Mac to the bartenders slinging drinks like it was happy hour at sea, they were all fantastic. Special shoutout to Emma, who kept spirits high (and beverages flowing). Drink-wise: the margarita was a bit too sweet for me--like sipping liquefied Skittles--but once I switched over to wine, I was smooth sailing. The highlight? Cruising directly under the Mackinac Bridge while the sun melted into the horizon in a blaze of pinks and golds. It was so breathtaking I half-expected Christopher Cross himself to appear on deck and whisper, "Sail away..." The night closed with a surprise duet: our singer invited a guest up for a Bob Seger number, and let me tell you--dude nailed it. I almost yelled "Play it again, Seger!" All in all, $55 for an hour and a half of boat-side bliss was a steal. Considering Mackinac Island charges $12 for a cup of grapes, this felt like highway--er, waterway--robbery in the best possible way. So if you're on the fence about booking this? Don't be. Just hop aboard. As Christopher Cross says, think of me when you sail away.

Really fun trip. The views underneath the bridge are incredible. There was a singer on board who…read morewas wonderful. She played a good mix of music. Great service by the staff.

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Sip n' Sail Cruises - Sunset!

Sunset!

Sip n' Sail Cruises
Sip n' Sail Cruises - Bridge.

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Bridge.

Windy Escapes - Stampede (a 1966 Columbia 50 painted red) with sails furled floating on open water. Tree lined land in the background.

Windy Escapes

5.0(1 review)
7.1 mi

Sailing with Windy Escapes, aboard the Stampede, was a wonderfully enjoyable cruise…read more Captain Case and first mate (and son) Kai, both experienced sailors, were passionate about sharing their knowledge of Mackinac Island. Incredibly accommodating, they made sure we were comfortable and confident before leaving the marina, and ensured a welcoming atmosphere on board, giving us a safe and authentic smooth sailing experience, and making us feel at home. Captain Case's workmanship and care for his boat and crew were evident in all his actions. The postcard-worthy views of the island from the boat provided a mesmerizing backdrop of natural beauty that truly left me in awe. The weather was perfect, and the Lake Huron waters cool, clear, & clean. We loved every minute aboard Stampede and would definitely consider a repeat trip.

From the owner: Set sail from Mackinac Island State Harbor aboard our stunning Columbia 50 sailboat for a private…read morecharter experience like no other. Operating daily from June 10 through the end of September, 9 AM to sunset, our sailing charters accommodate up to six passengers-perfect for couples, families, or small groups. In addition to standard excursions, we also offer custom charters tailored to your unique interest, whether it’s a romantic sunset sail, a special celebration, or a full-day adventure. Enjoy a personalized and professional sailing experience from one of Michigan’s most iconic destinations. Book your charter today at windyescape.com.

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Windy Escapes

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Sunshine Charters

Sunshine Charters

4.9(28 reviews)
41.2 mi

Our cruise with Sunshine Charters was a highlight during a late summer trip up north…read more We booked a late morning cruise, and boarded the yacht with the friendliest crew before heading to Lake Charlevoix. They unfurled the sailed and we enjoyed the sunny and breezy day before heading over to Lake Michigan, passing under the drawbridge as we went. Lake Michigan was choppy, but I never felt uncomfortable being out on the sailing yacht throughout. Bathrooms were clean, cold (non-alcoholic) drinks were a-plenty, and there was even a fun space for kiddo to make a fort with the cushions to stay amused. Would highly recommend booking a trip if you get the chance!

We took part in the 11:30-1:30 sail on a beautiful Sunday. Captain Blair and mates Chase and Judy…read morewere lovely. There were about 25 folks on the boat and everyone had plenty of room. The sail is exactly as explained in the description. We went around Round Lake, then out to Lake Charlevoix, then under the drawbridge and out to Lake Michigan for about 15 minutes. They played good music and offered water and soda. It was a very enjoyable experience. My only suggestion would be for the crew to give more information about Charlevoix and the lakes. We like to learn about the area we are visiting! And it's okay to suggest tipping. I noticed most folks did not, which is a shame.

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Sunshine Charters - Highly recommend taking this cruise, you won't regret it!

Highly recommend taking this cruise, you won't regret it!

Sunshine Charters - Gorgeous!

Gorgeous!

Sunshine Charters - Beautiful!

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Beautiful!

The Pointer Boat

The Pointer Boat

4.0(2 reviews)
27.6 mi

Perfect evening on the water! Our large family booked two back to back tours and each group…read moreenjoyed. Wonderful tour full of history from retired teacher from harbor springs high school. Boat is beautiful and it was fun to see Harbor from the water!

The Pointer Boat, has quite a history that matches the community in which it is set: Harbor Point…read moreand Harbor Springs. The boat was originally commissioned to carry supplies, teachers, musicians and more from the main part of Harbor Springs out to the residence of Harbor point which it did until the mid 60s. The residents of Harbor Point couldn't do this themselves because it's an exclusive community. You get the gist -money and privilege. The boat ride was a little over an hour long and took us up and down the coast line with a great narration at least the parts we heard. There were 12 people on the boat which is the capacity plus the captain and first mate. Captain and first mate are great individuals but neither one of them could clearly articulate what they were trying to share on top of the wind and engine noise. At the end of the trip, we suggested they use a microphone. They said oh yeah that's a great idea we will have to consider that. Now really this boat has been in service doing this over decades and no one else has mentioned this?! I would venture to guess they are not allowed by the residents. The boat is docked behind Stafford's pier restaurant. When the restaurant is open, a drink can be purchased from their bar to enjoy while on the boat tour. Unfortunately for us, the restaurant was not open due to the lack of people to staff it. So sad! I would not say this is in any way a luxury tour. You are sitting on hardwood benches. And you need to be somewhat agile as you are stepping down four stairs that are steep from the dock to the bottom of the boat. The boat tour Is intended to provide an overview of the city and its history. I would have given it four stars if we had been able to hear the narration.

Sheplers Ferry - boattours - Updated May 2026

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