Artemis Sailing Charters 

5.0
(3 reviews)
 Harbor Loop, Gloucester, MA 01930, United States–

Artemis Sailing Charters 

Gloucester, MA, United States
–
64 feet
6
5.0
(3 reviews)

You may qualify for a Loyalty discount with Artemis Sailing Charters. To check if the Loyalty discount is available for your selected dates, please sign in.

Set sail on an unforgettable journey with Artemis Sailing Charters aboard the beautifully restored 1994 Sundeer Pilothouse 64 Sailing vessel, based out of Gloucester. Perfect for up to 6 guests, we offer flexible trips ranging from 3-hour and 4-hour excursions and longer if you desire. Our special sail-and-stay package includes a 3 hour sunset sail followed by a delicious dinner and after a cocktail or coffee on deck under the stars, enjoy a restful night in your fully equipped cabin. Wake up the next morning to coffee on deck and an incredibly delecious ships breakfast before you depart for shore. This trip is for 2-4 guests.

The boat features top-of-the-line amenities, including a grill, ice box, refrigerator, WiFi, and both inside and outside speakers for your entertainment. Relax on the aft sundeck or bow sundeck, or take a refreshing dip from the bathing platform, all while enjoying the delecious treats created in our galley ( kitchen).

Captain Rick Miles, who has been sailing since the age of 6, brings decades of experience to ensure a safe and memorable journey. With over 40 years of safe and happy guest experiences under his belt, you’re in expert hands.

Whether you're looking for a peaceful day on the water or a fun-filled adventure, alcohol( in moderation)and children are welcome to join in the excitement. Artemis goes above and beyond concerning passenger safety.l so you can relax and enjoy every moment.

Book your trip today and experience the magic of sailing with Artemis Sailing Charters!

Set sail on an unforgettable journey with Artemis Sailing Charters aboard the beautifully restored 1994 Sundeer Pilothouse 64 Sailing vessel, based out of Gloucester. Perfect for up to 6 guests, we offer flexible trips ranging from 3-hour and 4-hour excursions and longer if you desire. Our special sail-and-stay package includes a 3 hour sunset sail followed by a delicious dinner and after a cocktail or coffee on deck under the stars, enjoy a restful night in your fully equipped cabin. Wake up the next morning to coffee on deck and an incredibly delecious ships breakfast before you depart for shore. This trip is for 2-4 guests.

The boat features top-of-the-line amenities, including a grill, ice box, refrigerator, WiFi, and both inside and outside speakers for your entertainment. Relax on the aft sundeck or bow sundeck, or take a refreshing dip from the bathing platform, all while enjoying the delecious treats created in our galley ( kitchen).

Captain Rick Miles, who has been sailing since the age of 6, brings decades of experience to ensure a safe and memorable journey. With over 40 years of safe and happy guest experiences under his belt, you’re in expert hands.

Whether you're looking for a peaceful day on the water or a fun-filled adventure, alcohol( in moderation)and children are welcome to join in the excitement. Artemis goes above and beyond concerning passenger safety.l so you can relax and enjoy every moment.

Book your trip today and experience the magic of sailing with Artemis Sailing Charters!

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Select date to see availability

Trip availability and prices

Trip date:
Group Size:
October 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
1 Hour Lunch at the mooring.
FREE Cancellation 3 days notice
1 hour trip starts at 11:30 AM
US $450
Private tour: up to 6 people
3 Hour Daysailing & Meal
FREE Cancellation 3 days notice
3 hour trip starts at 11:00 AM
Seasonal trip
Jun 1 - Oct 15
+2
US $750
Private tour: up to 6 people
3 Hour Sunset Sail with a meal.
FREE Cancellation 3 days notice
3 hour trip starts at 5:00 PM
US $750
Private tour: up to 6 people
4 Hour Daysailing & Meal
FREE Cancellation 3 days notice
4 hour trip starts at 11:00 AM
US $1,000
Private tour: up to 6 people
Sail and Stay Package for 2 guests
FREE Cancellation 3 days notice
18 hour trip starts at 4:00 PM
US $1,958
Private tour: up to 6 people

Customer reviews

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Rating

5.0
(3 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

All reviews (3)

Showing 1 – 3 of 3 reviews
Amy Assante
Amy Assante
us
Connecticut, US
•
Member since 2026
5.0
Verified
New
Awesome experience
3 Hour Sunset Sail with a meal. on September 20, 2026 • 2 adults

Captain Rick and Deb were wonderful hosts aboard the Artemis. It was a  lovely day of sailing paired with a delicious lunch. Couldn’t have asked for a better experience! 

Response from Captain

thank you so much. you both were so fun and easy to get along with. We felt really good and like we had been friends for a long time. Well, now we are friends! Wishing you the best until our courses cross again.

Patrixk Beaudoin
Patrixk Beaudoin
us
Florida, US
•
Member since 2025
5.0
Verified
Amazing Experience!!!
4 hour sailing trip for Pat B on September 1, 2025 • 3 adults

The family and I had an amazing time on Artemis sailing with Captain Rick and his wife Deb. What an amazing experience to sail on such a beautiful yacht and with such wonderful people. If you've never sailed or are an experienced sailor, you will truly enjoy this great experience and discover Gloucester and the surrounding area. This sailing yacht is super stable, fast and fun. Make new friends, new experiences and amazing memories to last a lifetime! Sail Artemis!

Yonnie Collins
Yonnie Collins
us
Massachusetts, US
•
Member since 2026
The captain canceled
May 29, 2026
Trip was supposed to happen on May 29, 2026

The charter operator canceled 44 days prior to the trip date. This is an automated posting.

FAQs about Artemis Sailing Charters

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What the boat is like

Boat category
Other
Boat type
Sailing
Boat manufacturer
Sundeer
Boat Model
Pilothouse 64
Year built
1994
Restored in
2024
Boat length
64 ft
Capacity
6 persons
Number of cabins
3 cabins
Number of berths
6 berths
Number of heads
2 heads
Number of full baths
2 full baths
Number of toilets
2 toilets
Boat category
Other
Boat type
Sailing
Boat manufacturer
Sundeer
Boat Model
Pilothouse 64
Year built
1994
Restored in
2024
Boat length
64 ft
Capacity
6 persons
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