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Sail Selina II

Certificate of Excellence
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Address: 101 N Harbor Rd, St. Michaels, MD 21663-2910
Phone Number:
+1 410-726-9400
10:00 - 22:00
Closed now
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Sun - Sat 10:00 - 22:00
Recommended length of visit: 1-2 hours

Sail Selina II Boat Tours sails daily from St Michaels MD from April-Oct....

Sail Selina II Boat Tours sails daily from St Michaels MD from April-Oct. Passengers are limited to just six guests for a personal experience of the history of sail. Built in 1926 during the Great Gatsby era, climb aboard and go back in time when yachtsmen enjoyed the elegance of freshly varnished mahogany and brighlty polished brass.

Available on a per person basis or private charter, we offer day sails, Champagne Sunset Cruises, moonlight sails, sailing lessons, wine tasting and beer tasting excursions, romantic sit down table-for-two dinners, small weddings, overnights, engagements, birthdays,& anniversary celebrations.

Once we cast off lines we tour the harbor and enjoy the sights that dot the shoreline of this quaint little seafood town. Hear the stories of the historic boats on display at the Chesapeake Bay Maritime Museums boat basin, and see where the movie "Wedding Crashers" was filmed.

Once we leave the harbor we go out into the Miles River, put up the sails and foloow the wind. Guests are invited to participate or simply sit back and relax. We are here to make your out on the water nautical experience perfect.

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TripAdvisor Reviewer Highlights

Read all 349 reviews
Visitor rating
  • 325
  • 13
    Very good
  • 6
  • 2
  • 3
Beautiful start to anniversary trip

This is a gorgeous way to see St. Michaels. Peaceful, fun, educational. Iris guided our trip and let some participate in hoisting the sails! The wine tasting was spectacular and... read more

5 of 5 bubblesReviewed 1 week ago
Kelly B
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349 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 349: English reviews
Level Contributor
1 review
5 of 5 bubbles Reviewed 1 week ago

This is a gorgeous way to see St. Michaels. Peaceful, fun, educational. Iris guided our trip and let some participate in hoisting the sails! The wine tasting was spectacular and her knowledge of the South African wines was incredible. Very personal and wonderful trip!

Thank Kelly B
1 review
5 of 5 bubbles Reviewed 31 October 2016

We went out on a sunset cruise and had a great time. We did the wine tasting, which was a real bargain. The boat is beautiful and Selina has a lot of knowledge about the area so you get to learn about St. Michaels while relaxing on the Chesapeake.

Thank Dave C
Level Contributor
5 reviews
4 of 5 bubbles Reviewed 18 October 2016

Lovely trip on the Selina II around the waterways of St. Michaels. Captain Iris is third generation owner of the Selina II. She gave us the scoop on local lore. We came away with an overview of the area and some of the scandal of those living on the banks we passed. We lucked into basically a private tour. My... More 

Thank L5010XLmaryh
Chadds Ford, Pennsylvania
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 17 October 2016

Without a doubt one of the best things to do while visiting St. Michaels and the surrounding area. We have been down to St. Michaels on several occasions and this was the first time we went out on the Selina II with Capt. Iris. Captain Iris is fantastic and engaging. The Selina II is in beautiful condition. Without a doubt... More 

Thank Donna L
1 review
5 of 5 bubbles Reviewed 17 October 2016 via mobile

Booked this as a last minute thing to do. It was quaint and cozy. Only 6 people. Captain Iris clearly loves what she does and the family history of her sailboat. It was a beautiful day and a fantastic end to our trip to St Michaels. I would definitely do this again.

Thank Amy E
West Fargo, North Dakota
Level Contributor
13 reviews
12 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 14 October 2016 via mobile

Captain iris is great! Kept us comfy, answered lots of questions. Her first mate kept the wine n beer coming.

Thank muzikayaker
Mount Vernon, Ohio
1 review
5 of 5 bubbles Reviewed 12 October 2016

A very pleasant cruise on the protected waters of the Miles River. Selina II is in remarkable condition especially considering her all-wood construction and age. Captain Iris Clarke runs her boat with great skill while carrying on a friendly conversation with her guests. She limits the number of guests to six to make each cruise a very personable experience.

Thank rhmeier
Wilmington, Delaware
Level Contributor
60 reviews
20 attraction reviews
common_n_attraction_reviews_1bd8 47 helpful votes
5 of 5 bubbles Reviewed 10 October 2016

My husband and I went for a seafood-eating couple days, but this ended up being the best of the trip. Although we've been on several boating trips over the years, the charm of Captain Iris, First Mate Frank, and the lovely early 1900's sailboat made it one of our water adventures. They both were very generous with sharing the history... More 

Thank xiphosuran
Level Contributor
64 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 27 helpful votes
5 of 5 bubbles Reviewed 5 October 2016

We felt like we were transported to a magical world away from the real world. The two hours of sail time was just so peaceful and wonderful. Capt Iris and Frank were very warm and welcoming. For an introvert like me, they made me felt like we have been friends forever. Hope we will see you again soon.

Thank boazleung
Philadelphia, Pennsylvania
2 reviews
5 of 5 bubbles Reviewed 4 October 2016 via mobile

It was the highlight of our trip to St. Michael's. Captain Iris and her first mate Frank shared history of the boat and sailing. With only 6 guests it truly is an intimate sailing experience. Looking forward to going again.

Thank Toni3615

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Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Sail Selina II and other visitors
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Springfield, Pennsylvania
over a year ago

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?