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Weddings

About

Celebrate your love with a wedding or elopement on the water. St. Michaels Sailing Charters offers private sailboat ceremonies aboard the historic 1935 ketch Lady Patty or the spacious, modern 44-foot catamaran Epiphany, all departing from the charming waterfront of St. Michaels, MD. With sweeping Chesapeake Bay views, our intimate sailboat weddings offer a beautiful alternative to traditional venues—no travel, no crowds, and no unnecessary stress.

From small ceremonies to simple elopements, our dedicated crew helps create a ceremony that feels personal, effortless, and true to you. Surrounded by peaceful waters and open skies, you’ll enjoy a relaxed, romantic experience you’ll cherish forever.

We offer two unique options that are sure to make your special day a truly unforgettable experience! Choose the perfect sailboat wedding package from the following wedding cruises options.

Ceremony Under Sail Package:

Departing from St. Michaels Harbor, each sailboat wedding includes a two-hour private sail. Our historic 1935 ketch Lady Patty can accommodate up to 12 guests total, including the bride and groom, while our modern 44-foot catamaran Epiphany can accommodate up to 6 guests total. Weather permitting, ceremonies are performed under sail.

This experience is ideal for intimate sailboat weddings and elopements. Our officiant offers a range of ceremony styles, from traditional to alternative, allowing you to create a celebration that feels personal and meaningful.

The package fee includes a two-hour sail aboard either Lady Patty or Epiphany, Maryland State amusement tax, officiant services with a fully customized ceremony, captain and crew gratuity, and a celebratory champagne toast for your guests. Please note that the officiant tip is not included.

Wharf Side Wedding Package:

For couples wishing to include a larger group of family and friends, our modern 44-foot catamaran Epiphany offers a wonderful ceremony option. During the service, up to 6 guests (including the bride and groom) may be aboard the vessel, while up to 50 additional guests are welcome to watch from the dock.

Following the ceremony, couples may choose to depart for a private, one-hour post-ceremony sail with up to 6 guests while enjoying a champagne toast before joining the rest of their party at a local restaurant or venue for a reception.

Epiphany is also available for private bareboat charters for up to 13 guests. Please note that bareboat charters do not include champagne, captain and crew, officiant, or associated fees which must be arranged and paid for separately.

Officiant:

Both packages include the wonderful Maryland-ordained wedding officiant, Bonnie Brown Scott of Beginnings and Ends. With extensive experience performing ceremonies aboard sailboats, Bonnie creates heartfelt, personalized ceremonies by taking the time to learn your unique love story. She will connect with you directly, asking thoughtful questions to craft a custom ceremony that feels meaningful, authentic, and perfectly suited to your special day.

“We could not have found a better person to officiate our November wedding! Bonnie made us feel like we have known her for a long time, and that showed in the ceremony she performed. After just one introduction call and a few questionnaires, Bonnie captured the essence and true nature of our love and relationship so well that my husband and I, our parents and guests were all blown away at her service. She made the legal aspect of this process painless and worry free. We found Beginnings and Ends to be extremely affordable which helped us stay within our budget. We highly recommend Bonnie to officiate the wedding of any future couples (seriously, look no further). Thank you Bonnie for making the most important part of our day so perfect!” – Client Review

Marriage License:

A valid marriage license from the Talbot County Courthouse in Easton is required. Licenses may be obtained in person or by mail and must be in your possession at least two days prior to your ceremony. Please note that the license becomes valid 48 hours after application and the marriage must take place within Talbot County. Additional details and requirements can be found on the county’s marriage license information page.

Champagne Toast:

Immediately following the raising of the sails and your marriage ceremony, we raise our glasses with a celebratory champagne toast to you! Additional beverages are available for purchase including beer, wine, and non-alcoholic options.

Food:

We partner with local businesses to offer custom, pre-ordered food options that can be ready when you arrive. This is the perfect cruise for catered appetizers or a charcuterie board.

Ready to book or learn more? Contact us today:

  • Website: www.stmichaelssailingcharters.com
  • Facebook & Instagram: @stmichaelssailingcharters
  • Phone: 410-849-9864
  • Email: info@stmichaelssailingcharters.com
  • Woman-owned
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Frequently asked questions

Do you have a site fee for wedding receptions at your venue?

Yes

What is the starting site fee for wedding receptions during peak season?

$995

What is the starting site fee for wedding receptions during off-peak season?

$995

Do you have a site fee for wedding ceremonies at your venue?

Yes

What is the starting site fee for wedding ceremonies during peak season?

$995

What is the starting site fee for wedding ceremonies during off-peak season?

$995

Which of the following are included in the starting site fee?

Clean Up
Event Planning
Flatware
Glassware
Parking
Set Up

Which of the following are included in the cost of wedding catering?

Server(s)

What is the starting price per person for bar service?

$10

Which of the following are included in the starting price for bar service?

Champagne Toast

What is the minimum number of guests required to book your venue?

2

How many event spaces or rooms does your venue offer?

2

Describe your venue:

Boat/Yacht

What kind of settings are available?

Covered Outdoor
Uncovered Outdoor

Which of the following wedding events does your venue service?

Ceremony
Bridal Shower
Engagement Party
Elopements

What event services do you offer?

Bar Services
Catering Services
Clean Up
Event Planner
Event Rentals
Outside Vendors
Pet Friendly

What catering services do you offer?

Hors d'oeuvres
Outside Cake

What bar services do you provide?

Champagne Toast
House Beer
House Wine
Open Bar
Specialty Beer
Specialty Wine

What food and beverage items are available?

Flatware
Glassware
Linens

What transportation and access is available?

Parking

What months are included in your peak season?

May
June
July
August
September
October

What months are included in your off-peak season?

April

Reviews of St. Michaels Sailing Charters

This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

Review summary

Powered by AI

Sail Selina, specifically the stunning Selina II vintage preserved yacht, offers an intimate and unique coast wedding experience that many couples rave about. Captain Iris and her crew are praised for their warm hospitality, professionalism, and attention to detail, ensuring a memorable and effortless day. From the personalized ceremony officiated by Captain Iris to the post-ceremony cruise in Chesapeake Bay, the venue provides an unforgettable and picturesque setting for weddings and elopements, making it highly recommended for those seeking a special and magical celebration onboard.

Review summary

Powered by AI
This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

Sail Selina, specifically the stunning Selina II vintage preserved yacht, offers an intimate and unique coast wedding experience that many couples rave about. Captain Iris and her crew are praised for their warm hospitality, professionalism, and attention to detail, ensuring a memorable and effortless day. From the personalized ceremony officiated by Captain Iris to the post-ceremony cruise in Chesapeake Bay, the venue provides an unforgettable and picturesque setting for weddings and elopements, making it highly recommended for those seeking a special and magical celebration onboard.

S
Sandra Sent on 09/02/2025
5 out of 5 rating

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!
Walter
Walter Sent on 08/24/2025
5 out of 5 rating

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!
L
Lindsey Sent on 08/18/2024
5 out of 5 rating

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!
J
93291B0C1268A5Cabd683Ac3Ded0871E1Bbd2C1B Sent on 05/07/2024
5 out of 5 rating

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.
E
Erin Sent on 10/26/2023
5 out of 5 rating

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.
M
Marie Sent on 09/05/2023
5 out of 5 rating

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!
K
Keisha Sent on 07/24/2023
5 out of 5 rating

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!
G
Ginger Sent on 08/26/2022
5 out of 5 rating

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.
Deneen
Deneen Sent on 05/26/2022
5 out of 5 rating

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!
Rona
Rona Sent on 06/15/2021
5 out of 5 rating

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!
We're all about trust. Our community relies on honest reviews to help you make those big decisions with ease.

Awards

40
WeddingWire Couples' Choice Awards 2017 Winner
WeddingWire Couples' Choice Awards 2016 Winner
WeddingWire Couples' Choice Awards 2015 Winner

Professional Network & Endorsements

3 Endorsements
Swan Cove Flowers Swan Cove Flowers Wedding Florists

Wonderful on the Water Weddings!!!

Laura's Focus Photography Laura's Focus Photography Wedding Photographers

I had the pleasure of working with Captain Iris for an elopement aboard the Sail Selina II and she did such a great job! Not only did she captain the ship, she performed a sweet ceremony while under sail. This was the perfect way to celebrate an intimate marriage ceremony!

Cherish Studios Cherish Studios Wedding Photographers

I was invited aboard the Selina II for two beautiful September weddings. It was an event that I will never forget. Captain Iris Clarke mixes a splash of nautical teachings, and a dash of humor, with spiritual observations as she takes you along the Miles river aboard the magical ship that is the Selina II. Her wedding services are inspirational and she truly brings out the joy of that very moment. By the time we were back at the dock, I felt as if she was a dear friend I had known all my life. As a photographer, you can not beat the scenery - I could not ask for a better backdrop than the St. Michael's harbor, the open water, and most importantly the Selina II herself. I've been on a few boats but none quite as photogenic. I'm hoping to return this sailing season to photograph more weddings.

Preferred Vendors
Cherish Studios
5.0 out of 5 rating , 16 reviews
· Wedding Photographers
Laura's Focus Photography
5.0 out of 5 rating , 91 reviews
· Wedding Photographers
Swan Cove Flowers
4.9 out of 5 rating , 19 reviews
· Wedding Florists
Beginnings and Ends
5.0 out of 5 rating , 88 reviews
· Wedding Officiants
In His Grace Photography
4.6 out of 5 rating , 21 reviews
· Wedding Photographers
Julie Bakes...
4.9 out of 5 rating , 82 reviews
· Wedding Cakes

Map

St. Michaels Sailing Charters frequently asked questions

St. Michaels Sailing Charters includes the following items and services for wedding events in its starting site fee:
  • Clean Up
  • Event Planning
  • Flatware
  • Glassware
  • Parking
  • Set Up
St. Michaels Sailing Charters includes the following items and services in its wedding catering costs:
  • Server(s)
The bar service starting price at St. Michaels Sailing Charters includes:
  • Champagne Toast
The space offered by St. Michaels Sailing Charters for wedding events is known for:
  • Boat/Yacht
St. Michaels Sailing Charters offers the following indoor/outdoor options for weddings:
  • Covered Outdoor
  • Uncovered Outdoor
St. Michaels Sailing Charters offers the following types of wedding events:
  • Ceremony
  • Bridal Shower
  • Engagement Party
  • Elopements
St. Michaels Sailing Charters offers the following services for wedding events:
  • Bar Services
  • Catering Services
  • Clean Up
  • Event Planner
  • Event Rentals
  • Outside Vendors
  • Pet Friendly
St. Michaels Sailing Charters is recommended by 100% of couples who have used their services. Their overall rating is 5.0, with the same score awarded for quality of service, flexibility, value, professionalism and average response time.
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