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Moonlight Cruise

Discover the breathtaking sights of the moon dancing over the waves on this popular St Michaels, MD Moonlight Cruise!

Quick Details

Moonlight Cruise time: 7:30-9:30 p.m. April-Early Sept

⏰  Check-in: 15 minutes prior to departure

📍  Location: Harbour Inn, 101 N Harbor Road, St Michaels MD

icon, arrow Free Cancellation: 72 hours before departure

icon Trip Advisor’s #1 Boat Tour in St Michaels

⭐⭐⭐⭐⭐ Google Reviews: Over 1,040 5 star reviews!

Private Charter

A Moonlight Sail in Chesapeake Bay with Champagne

Sail Selina II’s last boat charter of the day sails every evening May-August from 7:30-9:30 and we call it our moonlight cruise. Depending on the time of year on some of those evenings that’s when the sun is setting, and on some evenings the moon is also visible turning your sailing experience into an amazing moonlight cruise. Even just the sliver of a crescent moon dancing in the sky and reflecting in the water romances everybody’s heart.

>> Check the Moonrise Table at the bottom of this page if you want to plan your based on the moon<<

Sail Selina II limits our guests to just 6 passengers so for a lucky few, once a month the full moon rises as the sun sets, making being on the water for this 2-hour moonlight sail the most magical experience known to any sailor. On our low key, relaxing Moonlight Cruise we depart the dock from the beautiful St Michaels, MD harbor, and go out into the Miles River, put up the sails, and follow the soft evening wind. Along with all that you get to enjoy unlimited champagne, hand crafted beers, and red & white wines. All drinks are complimentary on this popular Chesapeake Bay boat tour.

Escape to the magical realm of the Chesapeake Bay under the stars on our romantic moonlit boat ride - an enchanting world of love and beauty

Your St Michaels, MD sail boat ride includes a personalized tour with our first class captains & crew. Join us as we sail out past the Chesapeake Bay Maritime Museum and the beautiful six sided historic screw pile style Hoopers Strait Lighthouse. Enjoy seeing the historic boats that dot the St Michaels, MD waterfront like skipjacks and Chesapeake bugeyes, and then on past the Inn at Perry Cabin where the movie Wedding Crashers was filmed. See if you can find our resident osprey nest if the sun hasn’t set yet. Then learn about the moon phases and the difference between a waxing and a waning moon. Surprise bonus for folks who join us later in the season as it gets darker early: gorgeous star gazing. When was the last time you got to see the Milky Way? Sometimes we even get to see the space station. Treat yourself to this unforgettable & relaxing St Michaels, Maryland boat tour.

Experience the tranquil beauty of the moonlit bay with a romantic night sailing experience aboard Sail Selina II, Saint Michaels Maryland - the perfect date night for couples

Trip Advisor Reviews:

“Unforgettable Moonlight Cruise” by Anastasia L. – “We had the most unforgettable experience on our moonlight cruise with Sail Selina. The captain and crew were fantastic, and the views of the stars above the Chesapeake Bay were absolutely mesmerizing.”

“Amazing Moonlight Sailing Adventure” by ChristiC228 – “My friends and I had an amazing time on our moonlight sailing adventure with Sail Selina. The captain and crew were friendly, knowledgeable, and provided us with a truly unforgettable experience. Highly recommend!”

“Perfect Moonlight Getaway” by Ken M. – “Sail Selina provided the perfect moonlight getaway for our group. The captain and crew were attentive and accommodating, and the evening was made complete by the beautiful views of the bay under the moonlight. An unforgettable experience!”

What to expect:

Immaculate Sailboat:

Our beautifully kept sailing boat offers a luxurious and comfortable sailing experience. Guests have consistently praised the impeccable condition of the sailboat, making it the perfect setting for a memorable trip on the water.

Friendly and Experienced Crew:

Our knowledgeable and engaging crew will enhance your sailing experience by providing valuable insights about the area and sailing. Guests have raved about the crew’s friendliness and expertise, making them feel welcome and comfortable throughout the trip.

Tranquil Sailing Trip:

Take a break from the hustle and bustle of daily life with our peaceful and serene sailing experience. Guests have consistently praised the calming and rejuvenating experience of being on the water, creating the perfect escape from the stresses of everyday life.



Our Moonlight Tour includes an open bar of your choice of unlimited champagne, icy cold beer, red & white wine, soda or water. No food is served on this boating excursion as most folks have just gone to dinner. Must be 21 or older to drink adult beverages.


Don’t forget to visit our ship’s store and grab some awesome swag! Exclusive Selina II embroidered polo shirts, stylish baseball caps, cozy zip hoodies, and can coozies – all yours to pre-order or purchase onboard. Shop now and take home the perfect souvenir from your unforgettable sailing adventure!

Comfortable Seating:

Sturdy Double Settees on either side of the ship’s wheel offer seating on cushions for 2 big people. Or sit in our vintage captains chairs with cloth seats located on the cockpit sole for seats that offer back support.  All seating offers good visibility from the cockpit area where you will be sitting.  Occasionally guests ask to go forward and sit on the hard cabin top. You are welcome to do so if you have good balance, are sure footed, and can hold a hand rail.


Sail Selina II is exceptionally clean and well-maintained, with all modern safety features (life jackets, VHF etc) tastefully concealed to honor her historic legacy. Foul weather gear is available in the event of unexpected bad weather.

Cancellation 24/72 hrs:

Reservations made on a per person basis cancellation is 24 hrs. Private Charters are 72hrs. Please email with cancellations.


We want to ensure your safety and comfort, hence the captain may decide to cancel due to bad weather, and this decision is made 15 minutes prior to departure. Rest assured there is no charge if the sail gets cancelled. We’re often asked whether we sail in rainy weather. We do sail even if it’s lightly misting, but not in heavy rain as we want you to have the best experience possible. Its no fun sitting on the pouring rain!


Yes, we have a very clean marine head onboard for your convenience; however, it is limited and located down four steps. To ensure your maximum comfort during your journey, we recommend you make use of the shore-side facilities inside the Harbour Inn before embarking


Free parking where we are parked at the Harbour Inn, 101 N Harbor Road, St Michaels MD 21663.  If there are no spaces available, then there is parking on the side streets and along the waterfront down past where the work boats tie up.

Limited Seating:

Limited to just 6 guests, Sail Selina II’s intimate upscale moonlight cruises sell out early. Book now to make sure you get your seats!

Please note: If you are not booking a private charter, this moonlight cruise requires at least two people to book in order to go out.

Chesapeake Bay Moon Phases for 2023

APRIL 2023
Sat April 29 Sunset 8:26 Moonrise   1:55 70% moon
Sun April 30 Sunset 8:27 Moonrise   2:56 78.7% moon
MAY 2023
Mon May 1 Sunset 8:28 Moonrise   3:56 86.3% moon
Tue May 2 Sunset 8:29 Moonrise   4:58 92.6% moon
Wed May 3   Sunset 8:30 Moonrise   6:01 97.2% moon
Thu May 4 Sunset 8:31 Moonrise   7:08 100% moon
Fri May 5 Sunset 8:32 Moonrise   8:17 99.7% moon
Tue May 16 Sunset 8:54 Moonrise   3:45 81.4% moon
Wed May 31 Sunset 8:55 Moonrise   4:49 89.0% moon
JUNE 2023
Thu June 1 Sunset 8:55 Moonrise   5:57 94.9% moon
Fri June 2 Sunset 8:56 Moonrise   7:09 100% moon
Sat June 3 Sunset 8:57 Moonrise   8:26 98.7% moon
Wed June 28  Sunset 9:06 Moonrise   3:37 76.3% moon
Thu June 29  Sunset 9:06 Moonrise   4:46 85.1% moon
Fri June 30 Sunset 9:06 Moonrise   5:59 92.3% moon
JULY 2023
Sat July 1 Sunset 9:05 fireworks fireworks
Sun July 2 Sunset 9:05 Moonrise   8:22 100% moon
Thu July 27   Sunset 8:52 Moonrise  3:37 71.5% moon
Fri July 28 Sunset 8:51 Moonrise   4:49 81.2% moon
Sat July 29 Sunset 8:50 Moonrise   6:00 95.9% moon
Sun July 30 Sunset 8:49 Moonrise   8:01 100% moon
Mon Aug 1 Sunset 8:48 Moonrise   8:46 99.3% moon
Sun Aug 27 Sunset 8:13 Moonrise   5:47 87% moon
Mon Aug 28   Sunset 8:12 Moonrise   5:42 87.3% moon
Tue Aug 29  Sunset 8:11 Moonrise   7:17 100% moon
Wed Aug 30 Sunset 8:08 Moonrise   7:50 98.6% moon
Thu Aug 31 Sunset 8:06 Moonrise   8:19 99.67% moon
Fri Sep 1 Sunset 8:05 Moonrise   8:46 98.7% moon