Romantic Charters are our specialty! Whether it's and engagement, anniversary, or date night ... we have you covered. If you are staying at The Ocean House, Capt. Jack will pick you up in his 1913 Model T Woody.
Sunset and full moon charters are the most romantic! As you step aboard either Trim Again or Encore you will hear your favorite songs playing in the background. As we push off you will enjoy your sparkling wine and cheese. If aboard Trim Again, once we set the sails, you will go forward and enjoy the privacy and sensual experience of the water under the stem of the boat and the wind in your hair. If aboard Encore you will enjoy the privacy of sitting in the aft seating area enjoying the open air and beautiful sights.
Watch the sun set while the classical music of our sunset playset fills the air. Sunsets are stunning in Watch Hill and on the water is a once in a lifetime experience.
We like to stay out past sunset to see the sky change colors. As we drop sail or head home the music changes to entice you and your partner to dance as the lights ashore come up the sounds of the horns, whistles and bells are heard in the background and the wake grows ever darker as we dock.
YOU'RE NOT DONE! Climb into Capt. Jack's beautiful 100 year old woody wagon and enjoy a drive through town back to your hotel or to dinner and drinks at a local restaurant. A perfect end to a perfect romantic date!
Capt. Jack's top romantic charter songs