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St. Michaels Sailing Charters Reviews

St. Michaels Sailing Charters

St. Michaels Sailing Charters

Saint Michaels, MD
5.0 out of 5 rating, 40 reviews
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Reviews

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    Sandra Sent on 09/02/2025
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    Dream Coastal Wedding!

    Captain Iris and her crew were absolutely amazing and made sure every detail was taken care of for our special day. This vintage preserved yacht is stunning and makes for a dreamy wedding venue. I highly recommend this venue for someone who is looking for an intimate, unique coast wedding!
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    Walter Sent on 08/24/2025
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    Amazing Wedding Venue

    We absolutely loved getting married on a boat! We were looking for an experience that was unique, intimate, special and Sail Selina provided just that. Not only is the Selina II a stunning sail boat but one of our favorite parts was having the captain officiate the ceremony. Captain Iris helped us add a personal and memorable touch. The Captain and crew were also incredibly warm and welcoming to all of our guests, even going as far as providing some seating options by the dock. A thoughtful gesture that made everyone feel comfortable and taken care of right from the start.
    The cruise in the Chesapeake Bay after the ceremony was perfect. It gave us a peaceful moment to take it all in and enjoy time just talking and being present with each other before rejoining our guests. The crew were incredibly accommodating and went above and beyond with our photographer to help her capture every angle, including being mindful of things like wind affecting the shots. We're so thankful for the care, professionalism, and attention they put into making the day feel effortless and memorable. Truly a perfect experience!
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    Lindsey Sent on 08/18/2024
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    Selina II Wedding

    We always knew we wanted to have an intimate elopement and what could be more perfect than a sunset sail? The Selina II provided the perfect mix of elegance and adventure, making our elopement not only the perfect day but an experience that felt like a true celebration of our love. Captain Iris and her crew's warm hospitality made us feel like we were in the best of hands, allowing us to fully relax and immerse ourselves in the moment. If you're dreaming of a unique and intimate way to tie the knot, I highly recommend Selina II. You will have an unforgettable experience that you'll cherish forever!
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    93291B0C1268A5Cabd683Ac3Ded0871E1Bbd2C1B Sent on 05/07/2024
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    Despite terrible weather, the absolute best day ever

    We had been tossing around the idea of a boat wedding for a few months. When we saw the Selina II and how absolutely stunning she is I knew immediately she was for us. We wanted a private and intimate ceremony and that is exactly what we got. Captain Iris gave us the most beautiful ceremony, like she had known us forever. She definitely has a way with words. She and Colin were incredibly flexible and were proactive in coming up with a plan, a back up and even another back up as the weather didn't want to cooperate with us. She watched the radar and offered to go out earlier so we could get off the dock without rain. Captain and crew were so helpful with all of my dress and patient with our family and photographer. If I could give 10 stars I would. I cannot say enough good things. Professional, flexible, totally affordable, and knowledgeable! Highly recommend for anyone looking to have a no pressure, intimate, picturesque, unforgettable experience.
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    Erin Sent on 10/26/2023
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    Perfect experience!

    This was small, intimate, and perfect for our family. My husband and I got married on Sail Selina ll last weekend with our 4 children aboard. What an incredible memory to share! Cpt Iris was a delight.
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    Marie Sent on 09/05/2023
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    Amazing!! Such a memorable day

    My husband and I got eloped on Sail Selena and the experience was absolutely perfect. Captain Iris and her staff were so accommodating and flexible in addition to their wonderful personalities. She made our day so special and we can’t thank her and her team enough :) highly recommend!
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    Keisha Sent on 07/24/2023
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    Refreshingly Easy and Unforgettable

    Captain Iris was an absolute delight to work with. Not only is she a seasoned Captain, she is timely, responsive, professional and extremely pleasant.

    St. Selina is a charming and classy sailboat that provided the ideal setting for our intimate wedding on the water at St. Michael’s Marina.

    If you are looking for a waterside wedding with a unique flair in a picturesque setting, look no further!
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    Ginger Sent on 08/26/2022
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    Perfect Intimate Wedding Setting

    We were looking for a small intimate wedding setting. Sail Selina II was perfect for us. Not only is Selina II and the town of St. Michael's beautiful, the captain and crew made the day extra special. We had the most perfect day, very romantic yet casual. We did the 2 hour sail and then had our friends and family waiting for us in the Harbor to celebrate. The ceremony performed onboard was exactly what we were looking for when committing our vows to one another. I would highly recommend Sail Selina II for any couple looking for a romantic, intimate wedding ceremony. Many thanks for making our day special.
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    Deneen Sent on 05/26/2022
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    Amazing experience! Wish I could do it again!

    We just got married by Captain Iris this past Sunday :) We were very nervous about how the sail would go, without having a rehearsal dinner or anything ;) but Captain Iris explained the process and it was smooth sailing there on out!! Her matter of fact mannerisms cracked us up as well in the best way, it was so genuine :) The write-up of “our story”, the readings, and entire “under sail” ceremony was perfect!!! The first mate was wonderful also! They worked so well together and the way Captain Iris steered the boat while sailing was a sight! Thank you so much for making this long awaited event better than we even expected!
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    Rona Sent on 06/15/2021
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    Selina went above and beyond to see that our wedding was fantastic

    We chose the Selina because St Michaels is our favorite lil town on the Eastern Shore. Captain Iris and her crew took care of us and made sure we received everything That the very reasonable price of the wedding package offered. I highly recommend the Selina as a venue for a small wedding group!
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    Jenna Sent on 05/12/2021
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    Amazing and Beautiful Wedding Experience

    My now husband and I wanted something elegant and beautiful while low stress and very intimate for our special day. St Selina was absolutely perfect. From beginning to end, Captain Iris made it so easy. She was so accommodating from the moment we booked and continued to walk us through the entire process. The 1920 monohull was so unique, beautiful, and romantic for a wedding day. The cake, champagne, and service was top of the line. Finally the setting.... talk about gorgeous. The entire experience was perfect and I wouldn’t change a thing. Highly recommended for any special event (anniversary, proposal, wedding, etc).
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    Liz W. Sent on 09/10/2020
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    The Perfect Elopement!

    My husband and I had a private ceremony aboard the Selina II and it could not have been more perfect! The crew was outstanding and helpful (especially since we had a bit of rain). Everything was beautiful and it was clear that they knew what to do to make the experience memorable. Reverend Bonnie did a perfect job officiating, it was as if she’d known us for years! I would highly recommend if you are considering a small ceremony or elopement!
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    Jennifer Sent on 08/04/2020
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    Amazing one of a kind wedding

    Captain Iris and her crew did everything to make our wedding amazing and one of a kind. Reverend Bonnie's service made our guests believe she knew us for a very long time. She focused on the key aspects of what makes us ... "Us." Our guests commented on the uniqueness of our venue and ceremony. We would highly recommend Sail Selina II for a one of a kind wedding experience.
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    Jake Sent on 09/29/2019
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    Captain Iris & The Selina II

    Our experience was unforgettable! We had a small wedding ceremony with our immediate family members aboard the Selina II in Saint Michaels, MD. Captain Iris and her crew made sure the event was special and their attention to detail from our initial contact until the day of was excellent. Very professional.

    The Selina II is a beautiful boat and I would recommend Captain Iris to anyone looking for a unique and low-stress way to "tie-the-knot" in the beautiful town of Saint Michaels Maryland.
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    Deborah Sent on 09/09/2019
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    Our wedding

    We wanted a special day with just the two of us. Captain iris gave us the perfect ceremony and was so personable and professional. It was a beautiful day on the Selina II that we will cherish forever.
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    Jill Sent on 09/07/2019
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    Absolutely perfect wedding ceremony!!

    I just was not keen on a courthouse wedding for the second time around and happen to come across Sail Selina II while searching for other venues. Selina II was just beautiful, a meticulously maintained 1926 catboat, very comfortable and the weather perfect for a ceremony at sea. What a special day this was for us. Ceremony was magical. Capt. Iris made us both feel at ease with her bubbly personality. First mate Elisabeth was hard working and delightful and also suggested we visit the lighthouse for additional pictures. This was definitely the best day ever!! If you are looking for something special to do for a wedding I highly recommend the Selina II.
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    Danielle Sent on 12/31/2016
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    We eloped in May 2016 and we're so glad we chose the Sail Selina for our big day. Captain Iris is amazing and so is her deckhand. They both went above and beyond to make our day a special one!
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    Robin Sent on 06/16/2016
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    Perfect day all around! Beautiful scenery & beautiful boat. The most romantic setting for a wedding. Captain Iris made this fairy tale wedding come true. Could not belive how reasonable the price was...the adage you get what you pay for is wrong in this case!! We got so much more than we paid for..a special way to celebrate our special day. The Salina II is an excellent choice for wedding or Anniversary...we will definitely be celebrating anniversaries aboard this beautiful boat.
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    Ashley Sent on 06/02/2016
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    The most amazing "low-key" wedding we could have asked for! Romantic, intimate ceremony on the water with our closest family members. The ceremony was dockside so that all family could watch (more than just the 6 allowed on the boat), followed by a champagne toast for all, and then my husband and I took a one-hour private sail before meeting our guests at a nearby restaurant for the dinner reception! Captain Iris and her first mate were so professional and fun. They took a few hundred photos for us with our camera, which turned out amazing! Our ceremony was customized to our liking, and was honestly so beautiful and spiritual as well. Capt Iris did an amazing job as an officiant; it was as if she personally knew us and knew how important family, faith, and love is to us! Book your wedding on the Selina and you will not be disappointed one bit! Best value around and a really great alternative to a courthouse wedding. Beautiful boat and setting on the water!!
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    Lori Sent on 04/23/2016
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    Captain Iris was the PERFECT choice for our marriage/elopement to St. Michaels. She is extremely professional, responsive, caring, and so easy to work with. She made our cermony so personalized - the perfect wedding - we couldn't have asked for more, it was as if she had known us forever! She is very well connected on the Eastern Shore and can assist in details and arrangements for suppliers to fulfil your every dream. Anyone looking for that perfect small intimate destination wedding stateside - St. Michaels, Captain Iris, and Selina is it!!!!
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    Lisa Sent on 04/02/2016
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    Captain Iris performed an amazing elopement service for us, while keeping us laughing and smiling! Every detail of our wedding was absolutely perfect! My husband was a tad nervous and Captain Iris and Frank were such a calming delight! The best part, we can spend every anniversary on the beautiful Selina! Thank you so, so much!!
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    Donna Sent on 09/09/2015
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    Captain Iris and her wonderful crew were amazing from the start to finish of my daughter's wedding. Captain Iris was enthusiastic and helped me to plan a perfect day for my daughter and her partner . From the flowers to the cake to the music - she helped us plan very step of the way! The ceremony was gorgeous and Captain Iris provided just the right words! The Selina 2 was lovely and the setting made for an extremely memorable and romantic wedding. We were so fortunate to have found Captain Iris!
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    User2177563 Sent on 06/13/2015
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    I would highly recommend the Selina II sailboat as a wedding venue. On the practical side, it is reasonably priced, while on the memorable side, it provided a great setting for a small, intimate, and romantic wedding - one where you can commune with nature by hearing the sounds of the Miles River lapping against the boat and the sound of seagulls flying overhead as you are saying your vows. In addition, Captain Iris is a delight. Indeed, she is a truly unique and caring individual who provides her officiant services with grace, and yet has the strength to manuever the sailboat, along with her first mate, with ease. She helped us plan a wedding that spoke to our hearts and was originally ours. We both had the best day of our lives and are so happy that we chose the Selina II for our wedding. Hope to recreate the magic by spending our first anniversary on a sunset champagne cruise aboard the Selina II.
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    Brandi Sent on 02/11/2015
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    This was absolutely the greatest day of my life and I would not have changed a thing! Captain Iris and her first mate were incredible. Captain Itis handled everything for us and we just had to show up and enjoy our day.
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    Jaclyn Sent on 01/28/2015
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    Captian Iris was just fabulous. She is definately one of the reasons our day went so beautifully. She has a great energy and treats you as if you were the only people in St Michaels. We even lost our marriage certificate after the ceremony. Since we live in PA, it was quite a pain to get another one from the courthouse, have Captain Iris sign it again, and leave for home. She met us in a gas station parking lot to sign the new certificate! From the very beginning she guides you through your ceremony, gives suggestions and inforation to create your own vows. The boat is absolutely stunning and her first mate was top notch. We even got a free delicious cake for booking early! I would recommend Captian Iris and the Sail Selina II to everyone, whether for a big event or casual sail. Can't beat it!
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    Stephanie Sent on 01/16/2015
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    Captain Iris was awesome!! We had such a wonderful intimate wedding thanks to her!
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    Maria Sent on 10/14/2014
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    My daughter and her wife got married aboard this beautiful sailboat and I can truly say that I have never seen a more beautiful wedding!!! Captain Iris and her First Mate Frank are absolutely all about making the day special, She has a bubbly, vivacious personalilty and Frank is like a wonder man, making sure the boat runs smooth and that the beautiful sail goes up perfectly and on top of that, he is a super photographer!!! Our entire family was enchanted and delighted with the entire experience!!! If you want a beautiful, special wedding that you will never ever forget, this is the wedding of your dreams!! We thank you both Captain Iris and Frank for going out of your way to make "our" dream wedding a reality from the bottom of our hearts!! Simply amazing!!! Thank you!!! Lori and Brandi's Mom....Maria Parker
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    Shari Sent on 10/04/2014
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    Our wedding aboard the Selina ll was exactly what we had hoped it would be. Captain Iris was a joy to work with, before and during the ceremony. St. Michaels offered a lovely setting and we had a perfect day. We wouldn't change one thing! If you want the perfect, romantic, memorable wedding you've always dreamed of...have your ceremony aboard the Selina ll.
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    Toni Sent on 10/03/2014
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    Our daughters were married on the Selina II, the whole experience was wonderful . Capt. Iris and her 1st mate were the best. I would recommend this venue to anyone planning a wedding?
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    User1840305 Sent on 10/01/2014
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    Captain Iris:
    Your pictures and videos are fantastic! Julie, Dylan, Beth and I are all thrilled with the number, the quality and the significance of the pictures. All of us choked up on the video of the ceremony and the ringing of the bell.
    I can't really find the words to tell you how much we appreciate all that you have done.

    Jim and Beth

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    Dee Sent on 09/02/2014
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    Captain Iris was awesome! From the first moment I spoke to her, about weddings in Maryland, I got the feeling that I had known her my entire life and she was a close friend helping me plan my wedding. I don't recall how many emails we shared in the month leading up to our wedding. She was most helpful with arranging the cake and suggesting a florist. Captain Iris drafted our ceremony and emailed us the draft for review. We put our own written twist into our wedding with her written words. Greeted with hugs on our wedding day as if we were old friends. Captain Iris let us bring on board a special bottle of Scotch for our wedding toast. We used our own glasses, while our guests used her flutes. We had a unique sand ceremony as well as a flower ceremony for our parents. Even though all of this was discussed ahead of time with Captain Iris, performing both were done in a manner that made this special for us; right down to our kiss. Captain Iris is a very interesting person and her knowledge of the Miles River, the Selina II and sailing in general added to the trip. Our wedding was very affordable for us and all it offered. The memories, priceless! If I had to plan our wedding all over again, the only thing I regretted was not reserving the boat for an additional time period afterwards so we could enjoy the water and the sail. I was too nervous and emotional during the ceremony to really get into the spirit of the sail....but, plans are already being made to go back next year near our one year anniversary. I would most certainly recommend the Selina II and Captain Iris to anyone wishing to get married in a unique manner and on the water. We have been blessed by the experience and having Captain Iris perform our ceremony. We will also feel a special kindredship with her!
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    Donald Sent on 07/28/2014
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    My wife and I recently got married on the Selina II. We live in Texas and, after a lot of RESEARCH into different ideas, we decided on the trip to Saint MIchaels, Maryland. I don't think I have know enough words to be able to express our happiness with the whole experience. Captain Iris was amazing and delivered 100% on what she promised. She and her crew went above and beyond to make sure that everything went smoothly. We are more than happy to provide a 5 star rating. We will definitely go back.
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    Midge Sent on 07/25/2014
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    The Board of Directors of Hunt Country Celebrations, a wedding provider organization, cruises on The Selina II each summer. It is absolutely the best part of our working retreat. Capt. Iris and First Mate John are so interesting and the sail so relaxing that we keep coming back each year. As wedding providers we would like to suggest that if you are planning to elope that having Capt. Iris marry your aboard the Selina II would be the perfect answer to make your wedding special. Saint Michaels, Md. and the Selina II are the perfect destination for your elopement. Or if you just want the most relaxing afternoon step aboard the Selina II and Enjoy.
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    User1731800 Sent on 07/25/2014
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    A NAUTICAL WEDDING VENUE!

    We booked an afternoon in July and had BEAUTIFUL weather for our sail. The wind was nice but not too strong, the temperature was great, and the sky was cloudless.

    Captain Iris and First Mate John were great hosts, very personable, and full of information about the Bay, the history of St. Michael’s, the various other boats on the Bay, etc. Captain Iris has loads of experience sailing this gorgeous yacht that has been in her family for many generations, and handled the boat masterfully. We weren't the least bit concerned about our safety.

    The 41’ 6 “ foot boat was perfect for six people, and especially since we were all friends. Captain Iris is expanding her business into elopements and weddings, so we had much in common as all those aboard were dedicated wedding professionals.
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    User1675691 Sent on 06/23/2014
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    The service and experience we received from Captain Iris and the Selina II were beyond any expectations we could have possibly had. The Selina II as a venue created a unique and breathtaking experience for both us and our guests. Captain Iris made the process seamless, she helped us every step of the way, and made what we thought would be a daunting process- easy. We were initially reluctant doing a destination wedding, (driving up from Richmond, Va) but so glad that we did. If you're looking for the best of all worlds, I'd recommend choosing the Selina II for your wedding. Between the Selina II's rich history, helpful crew, gorgeous views of the Chesapeake and an experience like no other... you can't go wrong.
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    Judy Sent on 04/27/2014
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    We recently had our wedding on Selina II with Captain Iris who was amazing! She was far beyond accomodating to us and our wedding guests. She was very informative on preparations we had to have before hand and her communication with us was prompt and valuable. We couldnt have asked for a better officiant for our wedding. Everything turned out perfect and we couldnt be more thankful for her and her first mate!!! Thank you Captain Iris and her first mate for making our special day that much better!!!
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    Beverly Sent on 09/01/2013
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    This was a perfect setting for our perfect celebration of love.
    Captain Iris is professional and the Selina ll is immaculate and beautiful.
    I cannot imagine anything more perfect for us.
    Very memorable on the beautiful Romantic Chesapeake Bay.
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    Cynthia Sent on 05/29/2013
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    A dream came true.
    Having the opportunity in sharing a late afternoon with Capt Iris and 1st Mate Frank, aboard the beautiful Selina II, exchanging vows with the person - the one - knew/felt was out there.
    Allot of love flows around and through this vessel and it shines thru with Capt Iris and Frank.
    It truly was a magnificent experience and we thank you Capt Iris for join the round table and providing the service, support and for also seeing - all is equal on this earth…and sea.
    Fair winds to you both, and we hope hear, in the near future, that certain voice calling…ahoy… in the beautiful St. Michael's harbor.
    Cheers,
    Cynthia & Lisa
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    Rodney Sent on 05/29/2013
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    We could not have been more pleased with our special day. We were in fear of it being rained out but we were able to adjust the time and everything came together perfectly. I would recommend Selina II and Capt Iris to everyone.
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    Mandy Sent on 05/29/2013
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    I highly recommend Selina II for any occasion. I got married aboard Selina II on May 4, 2013 and it was absolutely beautiful!! Captain Iris was wonderful and planned a beautiful ceremony for us. St. Michael's is such a pretty place and nothing beats being married on the water. It was a truly unique experience and one that I will certainly never forget! If you are looking for an intimate and special wedding, this is the place you want to go.
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