Private Sunset Sail in Salem, MA on When And If

The best thing to do in Salem – private sailboat charter on a historic yacht

The perfect special occasion thing-to-do! Sail this beautiful boat through the sunset on the glorious coast of Massachusetts. With space for up to 28 guests, When And If is your ideal venue for a wedding, a proposal, a birthday, an anniversary – if you need to make it special, we’re here to help!

Call Captain Dylan to discuss your plans and we’ll make your dream sail come true!

We go where you want us! As far down as the Vineyard, as far up as Portland. If you have plans for a once-in-a-lifetime event for your nearest and dearest we can help you set up an unforgettable occasion where we’ll bring the boat to you and your private sailboat trip will be just what you’ve always wanted. Call us and let’s make it happen!