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Duration: 2 hours

Overview

Take a leisurely sail along the Chesapeake Bay while indulging in a variety of fine wines during a wine sail cruise in Saint Michaelss, Maryland. Learn about the local wineries and their unique blends from expert guides while enjoying the beautiful scenery and soothing sounds of the water.

🍷 Embark on an unforgettable wine tasting experience on the Chesapeake Bay aboard a classic sailboat

👭 Perfect for a romantic outing or a special girls' night out, this limited availability of just six guests per excursion ensures an intimate and personalized adventure

🌅 Savor the rich aromas and flavors of 3 reds and 3 whites, while taking in the picturesque waterfront of St. Michaels, MD

⛵ Unwind and relax on our classic sailboat, bask in the warmth of the sun on your skin, and enjoy exceptional service from our friendly and experienced crew.

Availability

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Year-Round,
Monday - Friday (except holidays)

Full description

Indulge in a unique and unforgettable wine tasting experience on the Chesapeake Bay aboard a classic sailboat with Sail Selina II. Our 2-hour St. Michaels, MD wine tasting cruises are perfect for a romantic outing or a special girls' night out, with limited availability for just six guests per excursion.
Experience the rich aromas and flavors of 3 reds and 3 whites, including a stunning Italian Pinot Grigio handpicked by Capt. Iris, ensuring a constantly changing selection of global wines that make each excursion a unique, personalized adventure you'll always remember. Unwind and relax on our classic sailboat while sipping on your favorite wine and taking in the picturesque waterfront of St. Michaels, MD with exceptional service from our friendly and experienced crew.

Practical information

Any restrictions to participate?

  • Age: Must be 21 or older to participate in this cruise.

Who can you accommodate for?

  • Children: This is not an experience for children.
  • Individuals with disabilities: While the ship does not have a ramp for wheelchair access, the captain and crew have been able to get everyone on and off regardless of capability!
  • Pets: Canine guests are allowed! Dogs must be in a carrier — like a bag or basket — or wearing booties so they do not scratch the varnished surfaces of the boat.

 

What to expect on the day of the experience?

  • Duration: 2 Hours cruising on the water
  • What’s included: An introduction to the basics of wine tasting. Sampling 3 reds and 3 whites and finishing by enjoying a full glass of your favorite wine.
  • Who will be present: Your captain, crew and other guests (up to 6 people).
  • Spectators: The wine tasting sail is only for those on the ship.
  • Photo/ video: Photos are allowed and encouraged.

How to prepare?

  • Weather dependency: It is at the captain’s discretion to cancel due to weather. This decision is made 15 minutes prior to departure.
  • Arrival: 15 minutes prior to departure
  • Parking: Free parking at the Harbour Inn 
  • What to wear: Dress is casual. The temperature can be cooler out on the water, please dress accordingly. Passengers should wear only soft soled shoes such as sneakers, deck shoes, flip-flops or sandals. Heels and boots can scuff the deck.
  • What to bring: You are welcome to bring your own food aboard. 
  • Restrooms/ lockers/ changing rooms: There is a restroom on board; however, it is limited and is down 4 steps. It is recommended that guests take advantage of the shore-side facilities inside the Harbour Inn before embarking.

Anything else I should know before going on this experience?

  • There are additional beverages (beer, wine, and sodas) for purchase on the ship. You are welcome to bring your own beverages for an additional fee.

 

Returns, exchanges and cancellation

Unused Experience Vouchers can be returned within 30 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 24 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 24 hours in advance means losing the value of your experience.

Duration: 2 hours
Regular price $149
$149 Regular price Sale price
You save $-149

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Here's what others have to say!

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/5

Based on 0 reviews

John D

If you're looking for a unique and fun way to spend an afternoon, I highly recommend taking a wine tasting cruise on the Chesapeake. The boat was comfortable and spacious, and the wine selection was top-notch. The crew made the experience even better with their friendly and attentive service. I can't wait to go back and do it again!

Louise F

I recently went on a wine tasting cruise on the Chesapeake and it was an incredible experience! The scenery was breathtaking and the wine was delicious. The staff on board were friendly and knowledgeable, and they made sure we had a great time. I highly recommend this cruise to anyone who loves wine and wants to enjoy it in a beautiful setting.

Paul H

I recently took my girlfriend on a wine tasting cruise on the Chesapeake and it was the perfect date. The scenery was romantic and the wine was amazing. We both learned a lot about different types of wine and how to properly taste them. The crew was very accommodating and made the experience even better. I would highly recommend this cruise to anyone looking for a romantic and educational date idea.

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