Our Services

We offer Half-Day and Custom Sailing Experiences everyday including weekends operating June through October!

A 3-Hour sailing experience on Boston Harbor and around the Harbor Islands. (View our Brochure Here!)

Check out the Harbor Islands Here: www.BostonHarborIslands.org

Custom Sailing Experiences can be scheduled upon request

***Note: All Charters have a max capacity of 8 Guests***

Weekday Sunset Sail (Monday-Thursday from 5-8pm): $1,500
Weekends
- Friday Sunset Sail from 5-8pm: $1,800
- Saturday-Sunday from 11-2pm or 5-8pm: $1,800
Custom Hours & Experiences available by request!

What our captain describes as “Martini Sailing”. It’s a fun filled day of sailing without having to spill your drink!

We will supply ice & a cooler on deck.
(Kraken Rum is recommended)

Prepare your cameras for unforgettable sunsets!

What to Bring

Sweaters and Hats (Blankets & Lounge Chairs will be provided)
Sunblock for Mid-Day Charters
Food
- www.wholefoodsmarket.com/stores/charlestown (Food Delivery)
- https://www.pier6boston.com/ (You order, we pick it up)
Water/Drinks
- https://drizly.com/alcohol-delivery-in-boston (Alcohol Delivery)
Tips for crew are welcomed if we provide you with a great experience!

What are you waiting for? Book your charter today on Peningo and let’s head out on the Harbor!