# St. Michaels Sailing Charters

> St. Michaels Sailing Charters offers unique sailing trips, private boat tours, nautical wedding packages, and sunset cruises based in St. Michaels, Maryland, providing experiences on the Chesapeake Bay aboard historic and modern sailing yachts.

## Activities & Experiences

- [2 Hour Relaxing Chesapeake Day Sail](https://www.stmichaelssailingcharters.com/sailing-trips/2-hour-chesapeake-day-sails/) : A two-hour Chesapeake Bay sailing cruise in St. Michaels, MD aboard a historic ketch or modern catamaran for scenic daytime relaxation.
- [2 Hour Relaxing Chesapeake Day Sail (Original)](https://www.stmichaelssailingcharters.com/sailing-trips/2-hour-relaxing-chesapeake-day-sail-selina/) : A two-hour Chesapeake Bay sailing cruise aboard the 1926 wooden yacht Sail Selina II for up to six guests.
- [2 Hour Relaxing Chesapeake Day Sail on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/2-hour-relaxing-chesapeake-day-sail-epiphany/) : A two-hour Chesapeake Bay sailing cruise aboard the Epiphany catamaran in St. Michaels, MD.
- [2 Hour Relaxing Chesapeake Day Sail on Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/2-hour-relaxing-chesapeake-day-sail-lady-patty/) : A two-hour Chesapeake Bay sailing cruise aboard the historic 1935 ketch Lady Patty in St. Michaels, MD.
- [2 Hour Wine Tasting Cruise on Catamaran Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/st-michaels-wine-tasting-cruise-epiphany/) : A two-hour wine tasting cruise aboard Epiphany where guests learn wine tasting basics while sailing the Chesapeake Bay.
- [2 Hour Wine Tasting Cruise on Historic 1935 Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/st-michaels-wine-tasting-cruise-lady-patty/) : A two-hour wine tasting cruise aboard Lady Patty combining wine education with Chesapeake Bay views.
- [ASA Sailing School Certifications](https://www.stmichaelssailingcharters.com/sailing-trips/asa-sailing-school-certifications/) : Multi-day ASA certification courses aboard Epiphany focused on building practical sailing skills.
- [Beer Tasting Cruise](https://www.stmichaelssailingcharters.com/sailing-trips/beer-tasting-cruises/) : A beer tasting cruise featuring Maryland craft beers and a scenic Chesapeake Bay boat tour.
- [Beer Tasting Cruises on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/beer-tasting-cruises-epiphany/) : A two-hour Maryland craft beer tasting cruise aboard catamaran Epiphany.
- [Beer Tasting Cruises on Historic 1935 Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/beer-tasting-cruises-lady-patty/) : A two-hour Maryland craft beer tasting cruise aboard the historic yacht Lady Patty.
- [Bachelorette Bachelor Party Cruise](https://www.stmichaelssailingcharters.com/sailing-trips/bachelorette-bachelor-party-cruises/) : A private sailing charter experience designed for bachelorette and bachelor party celebrations in St. Michaels.
- [Bachelorette Bachelor Party Cruise on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/bachelorette-bachelor-party-cruise-epiphany/) : A two-hour private bachelorette or bachelor party cruise aboard Epiphany in St. Michaels, Maryland.
- [Bachelorette Bachelor Party Cruise on Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/bachelorette-bachelor-party-cruise-on-lady-patty/) : A two-hour private bachelorette or bachelor party cruise aboard Lady Patty on the Chesapeake Bay.
- [Chesapeake Bay Sunset Champagne Sail](https://www.stmichaelssailingcharters.com/sailing-trips/sunset-champagne-cruise/) : A two-hour Chesapeake Bay sunset sail with champagne and light snacks departing from St. Michaels, MD.
- [Chesapeake Bay Sunset Champagne Sail on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/chesapeake-bay-champagne-sunset-sail-epiphany/) : A two-hour champagne sunset cruise aboard Epiphany on the Chesapeake Bay.
- [Chesapeake Bay Sunset Champagne Sail on Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/chesapeake-bay-champagne-sunset-sail-lady-patty/) : A two-hour champagne sunset cruise aboard Lady Patty in St. Michaels, MD.
- [Family Vacation Packages](https://www.stmichaelssailingcharters.com/sailing-trips/family-vacation-packages/) : Kid-friendly family sailing packages offering private Chesapeake Bay boat tours.
- [Half-Day Private Sail](https://www.stmichaelssailingcharters.com/sailing-trips/half-day-private-sail/) : A 4.5-hour private sailing tour showcasing Chesapeake Bay highlights from St. Michaels.
- [Half-Day Private Sail on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/half-day-private-sail-epiphany/) : A 4.5-hour private half-day sailing charter aboard Epiphany on the Chesapeake Bay.
- [Half-Day Private Sail on Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/half-day-private-sail-lady-patty/) : A 4.5-hour private half-day sailing charter aboard Lady Patty from St. Michaels, MD.
- [Moonlight Cruise](https://www.stmichaelssailingcharters.com/sailing-trips/moonlight-cruise/) : A two-hour champagne moonlight cruise from St. Michaels on the Chesapeake Bay.
- [Overnight Excursions](https://www.stmichaelssailingcharters.com/sailing-trips/overnight-excursions/) : Multi-day overnight sailing trips including drinks and meals before returning to St. Michaels, MD.
- [Private Day Tour – Baltimore and Annapolis](https://www.stmichaelssailingcharters.com/private-day-tour-baltimore-and-annapolis/) : A six-hour private day tour experience linking St. Michaels sailing with visits to Baltimore and Annapolis.
- [Private Dinner Sail](https://www.stmichaelssailingcharters.com/sailing-trips/dinner-sails-st-michaels-maryland/) : A sunset dinner sail featuring a three-course meal from a top St. Michaels restaurant.
- [Private Sailing Catamaran Charter – Up to 13 People](https://www.stmichaelssailingcharters.com/private-sailing-catamaran-charter-up-to-13-people/) : A private charter aboard Epiphany, a Leopard 44 catamaran, for groups of up to 13 guests.
- [Private Sailing Lessons](https://www.stmichaelssailingcharters.com/sailing-trips/private-sailing-lessons/) : Private sailing instruction aboard the company’s yachts on the Chesapeake Bay.
- [Private Sailing Lessons on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/private-sailing-lessons-epiphany/) : Two-hour private sailing lessons aboard the 44-foot catamaran Epiphany in St. Michaels, MD.
- [Private Sailing Lessons on Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/private-sailing-lessons-lady-patty/) : Two-hour private sailing lessons aboard the historic Lady Patty on the Chesapeake Bay.
- [Romance Packages](https://www.stmichaelssailingcharters.com/sailing-trips/romance-packages/) : Romantic sailing packages for proposals, vow renewals, anniversaries, and special occasions.
- [Sail Selina II 25th Anniversary Celebration: A 1920s Flapper Gala](https://www.stmichaelssailingcharters.com/sailing-trips/sail-selina-ii-25th-anniversary-celebration-a-1920s-flapper-gala/) : A themed 1920s flapper gala cruise celebrating the 25th anniversary of Sail Selina II with dining and dancing.
- [Special 250th Anniversary Flag Day Celebration Parade Cruise](https://www.stmichaelssailingcharters.com/sailing-trips/flag-day-parade-cruise/) : A 3.5-hour Flag Day parade cruise tied to the United States’ 250th anniversary celebrations in St. Michaels.
- [Special 4th of July Fireworks Cruise](https://www.stmichaelssailingcharters.com/sailing-trips/special-4th-of-july-fireworks-cruise/) : A two-hour Independence Day cruise to view 4th of July fireworks from the water.
- [Wine Tasting Cruise](https://www.stmichaelssailingcharters.com/sailing-trips/wine-tasting-cruises/) : A Chesapeake Bay wine tasting cruise that teaches wine basics while guests sail from St. Michaels.

## Weddings, Proposals & Private Events

- [Bachelorette Bachelor Party Cruise](https://www.stmichaelssailingcharters.com/sailing-trips/bachelorette-bachelor-party-cruises/) : A private sailing charter tailored for bachelorette and bachelor celebrations departing from St. Michaels, MD.
- [Bachelorette Bachelor Party Cruise on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/bachelorette-bachelor-party-cruise-epiphany/) : A two-hour bachelorette or bachelor party cruise aboard the Epiphany catamaran.
- [Bachelorette Bachelor Party Cruise on Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/bachelorette-bachelor-party-cruise-on-lady-patty/) : A two-hour bachelorette or bachelor party cruise aboard the historic yacht Lady Patty.
- [Marriage Proposal Engagement Cruise](https://www.stmichaelssailingcharters.com/sailing-trips/marriage-proposal-engagement-cruise/) : A private yacht engagement cruise package for proposing on the Chesapeake Bay.
- [Marriage Proposal Engagement Cruise on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/marriage-proposal-engagement-cruise-epiphany/) : A two-hour engagement cruise aboard Epiphany designed for nautical marriage proposals.
- [Marriage Proposal Engagement Cruise on Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/marriage-proposal-engagement-cruise-lady-patty/) : A two-hour engagement cruise aboard Lady Patty for historic yacht proposals.
- [Nautical Wedding Elopement Packages](https://www.stmichaelssailingcharters.com/sailing-trips/nautical-wedding-package/) : Yacht-based wedding and elopement packages offering two sailboat wedding options in St. Michaels, MD.
- [Nautical Wedding Elopement Packages on Epiphany](https://www.stmichaelssailingcharters.com/sailing-trips/nautical-wedding-elopement-package-epiphany/) : A two-hour nautical wedding and elopement package aboard the 44-foot catamaran Epiphany.
- [Nautical Wedding Elopement Packages on Lady Patty](https://www.stmichaelssailingcharters.com/sailing-trips/nautical-wedding-elopement-package-lady-patty/) : A two-hour nautical wedding and elopement package aboard the historic 1935 ketch Lady Patty.
- [Nautical Weddings](https://www.stmichaelssailingcharters.com/sailing-trips/nautical-wedding/) : An overview of romantic nautical wedding and elopement options aboard Sail Selina II and wharfside in St. Michaels.
- [Romance Packages](https://www.stmichaelssailingcharters.com/sailing-trips/romance-packages/) : Sailing-based romance packages that support proposals, vow renewals, and anniversaries on the Chesapeake Bay.

## Plan Your Visit

- [Directions/Parking](https://www.stmichaelssailingcharters.com/directions/) : Detailed directions and parking information for reaching the St. Michaels harbor and the company’s dock at Harbour Inn & Marina.
- [Frequently Asked Questions](https://www.stmichaelssailingcharters.com/faq/) : Answers to common questions about sailing schedules, booking, and what to expect on boat tours.
- [Policies](https://www.stmichaelssailingcharters.com/policies/) : Charter policies including guest limits and guidelines for enjoying a safe, enjoyable sailing experience.
- [St. Michaels Sailing Charters Catering Options](https://www.stmichaelssailingcharters.com/st-michaels-sailing-charters-catering-options/) : Information on onboard catering choices such as charcuterie, crab cakes, brunch, and full meals for charters.
- [Watch Log Canoe Races on the Miles River](https://www.stmichaelssailingcharters.com/st-michaels-sailing-charters-log-canoe-races/) : Details on viewing traditional Chesapeake Bay log canoe races from the water aboard a sailing charter.
- [What You Can Sail: Sailing Trips](https://www.stmichaelssailingcharters.com/sailing-trips/) : A summary page listing available sailing trips including day sails, sunset cruises, tastings, and private charters.

## Company & Fleet

- [About Us: St. Michaels Sailing Charters, St. Michaels, MD](https://www.stmichaelssailingcharters.com/about/) : Background on St. Michaels Sailing Charters and its focus on personalized Chesapeake Bay boat tours and private charters.
- [Epiphany](https://www.stmichaelssailingcharters.com/epiphany/) : Overview of Epiphany, a spacious sailing catamaran offering daytime, sunset, and private charters from St. Michaels.
- [Home](https://www.stmichaelssailingcharters.com/home/) : Main overview of St. Michaels Sailing Charters highlighting yacht charters, sunset sails, and private tours on the Chesapeake Bay.
- [Lady Patty](https://www.stmichaelssailingcharters.com/lady-patty/) : Profile of Lady Patty, a restored 1935 wooden ketch offering luxury sailing cruises and private charters.
- [Our Sailboats](https://www.stmichaelssailingcharters.com/our-sailboats/) : Introduction to the fleet, featuring the historic Lady Patty and modern catamaran Epiphany with available cruise types.
- [St. Michaels Sailing Charters Merchandise](https://www.stmichaelssailingcharters.com/st-michaels-sailing-charters-swag/) : Information about branded sailing merchandise and gear available from St. Michaels Sailing Charters.

## Media & Galleries

- [Photos](https://www.stmichaelssailingcharters.com/photo/) : Photo gallery showcasing sailing trips, boat tours, and nautical wedding experiences.
- [Videos](https://www.stmichaelssailingcharters.com/video/) : Video gallery displaying sailing trips, weddings, and other experiences on the Chesapeake Bay.

## Booking & Gifts

- [Gift Card](https://www.stmichaelssailingcharters.com/gift-card/) : Purchase gift cards for St. Michaels Sailing Charters, suitable for special occasions and celebrations.

## Blog & Guides

- [Blog](https://www.stmichaelssailingcharters.com/blog/) : Main blog index featuring articles on sailing experiences, local attractions, and cruise ideas.
- [5 Things You Need to Do for the Ultimate St Michaels Boating Vacation](https://www.stmichaelssailingcharters.com/blog/5-things-you-need-to-do-for-the-ultimate-st-michaels-boating-vacation/) : Suggestions for planning a boating-focused vacation in St. Michaels with activities, dining, and sailing.
- [Sail Selina: Exploring Conservation and Ecological Marvels of Chesapeake Bay](https://www.stmichaelssailingcharters.com/blog/exploring-conservation-and-ecological-marvels-of-chesapeake-bay/) : A guide to Chesapeake Bay ecology and conservation themes explored aboard Sail Selina.
- [Ship’s Store: Swag is In!!](https://www.stmichaelssailingcharters.com/blog/ships-store-swag-is-in/) : Announcement of Sail Selina’s ship’s store offering logo apparel and merchandise.
- [St. Michaels Sailing Charters: Top Things to Do in St. Michaels, MD](https://www.stmichaelssailingcharters.com/blog/things-to-do-st-michaels-md/) : Recommendations from the crew on the best things to do in St. Michaels, including sailing experiences.
- [Star Democrat Feature: 1935 Racing Yacht Lady Patty Returns to St. Michaels](https://www.stmichaelssailingcharters.com/blog/1935-racing-yacht-lady-patty-returns-to-st-michaels/) : Blog entry highlighting a local news feature about Lady Patty’s return to St. Michaels.
- [The Ultimate Maryland Craft Beer Experience](https://www.stmichaelssailingcharters.com/blog/the-ultimate-maryland-craft-beer-experience/) : Article describing a craft beer–focused cruise experience with Sail Selina II.
- [The best St. Michaels attractions in inspirock.com](https://www.stmichaelssailingcharters.com/blog/the-best-st-michaels-attractions-in-inspirock-com/) : Short post referencing St. Michaels attractions featured on Inspirock including Sail Selina II.
- [Want Meaningful Travel? Book A Romantic Sunset Cruise On Your Couples’ Chesapeake Getaway](https://www.stmichaelssailingcharters.com/blog/want-meaningful-travel-book-a-romantic-sunset-cruise-on-your-couples-chesapeake-getaway/) : Blog post promoting romantic sunset cruises as part of a couples’ Chesapeake Bay getaway.
- [What are 6 Things Everyone Will Love About a Beer Tasting Cruise?](https://www.stmichaelssailingcharters.com/blog/6-things-everyone-will-love-about-a-beer-tasting-cruise/) : Discussion of the key benefits and experiences guests enjoy on a beer tasting boat tour.
- [What’s Up? Feature: Historic 1935 Yacht Lady Patty Begins a New Chapter with St. Michaels Sailing Charters](https://www.stmichaelssailingcharters.com/blog/historic-1935-yacht-lady-patty-begins-a-new-chapter-with-st-michaels-sailing-charters/) : Blog entry sharing a media feature about Lady Patty joining the St. Michaels Sailing Charters fleet.
- [Wine Cruises: Looking to get away? Connect with others? Want unique experiences?](https://www.stmichael