-

Marriage Proposal Engagement Cruise
Quick Details
- Duration: 2 Hours
- Occupancy: Up to 13 People
- Ages: All ages
- Availability: Daily
- Vessel: Clean & Safe
- Check-in: 15 minutes prior to departure
- Location: Harbour Inn, 101 N Harbor Road, St Michaels MD
- Occupancy: 13 Guests on Lady Patty, 6 Guests on Epiphany
- Free Cancellation: 72 hours before departure for private charters, 24 hrs for per person bookings
- #1: #1 Boat Tour in St Michaels
- Google Reviews: Over 1,200 5 star reviews!
Ready to get engaged? Create a moment you’ll never forget with a proposal aboard a sailing yacht. This thoughtfully designed Engagement Package offers a truly meaningful and unforgettable way to pop the question on the water.
Experience the perfect blend of luxury and personalized service with St. Michaels Sailing Charters. Our beautiful sailboats provide an intimate setting for couples looking to celebrate life’s most special moments. Fall in love all over again while sailing the Chesapeake Bay, surrounded by breathtaking views and timeless romance.
After the proposal, toast to your new chapter with a celebratory bottle of champagne—because a little bubbly always makes a meaningful moment even sweeter.
Our two-hour marriage proposal package includes a fully captained private yacht charter, a scenic harbor tour, the raising of the sails, and a relaxing sail along the Miles River. Congratulations on your nautical engagement!
Date and Time
Friday Jun 12, 2026
10:30 AM - 6:00 PM EDTTell a Friend