Private Daysail on When and If with Sunset Sail Salem in Massachusetts

Salem•easy

Difficulty

easy

Duration

2–4 hours

Fitness Level

Suitable for most fitness levels, with no prior sailing experience required

Overview

Discover the North Shore waters aboard the vintage sailboat When And If with Sunset Sail Salem. This private daysail offers personalized routes, stunning coastal views, and a chance to experience the sea in an intimate setting. Perfect for special occasions or a relaxing day on the water, it’s a highlight for any outdoor enthusiast in Salem.

Sailing

Salem, Massachusetts

Private Charter Daysail on When and If

Up to 32 People • Price includes 12 people

Select participants and date

Date

Fri, Oct 3

Travelers

Adventure Photos

Private Charter Daysail on When and If photo 1

About This Adventure

Experience the breathtaking North Shore waters aboard your private Classic sailboat, When And If. Enjoy an exclusive sailing adventure tailored to your desires, whether you choose a set itinerary or customize your journey. Create unforgettable memories as you and your party embrace the beauty of the sea together.

Take to the glorious waters on the North Shore on your own private Classic. When And If is ready to take you and your party sailing as an exclusive group and whether you'd like to do our a-la-carte trip or customise it by adding hours, we're here to make your dream sail come true!

Adventure Tips

Dress in layers

Weather at sea can change rapidly, so bring layered clothing to stay comfortable throughout the trip.

Bring sunscreen and sunglasses

Protection from the sun will make your sail more comfortable, especially during midday hours.

Secure loose items

Hold onto or stow away personal belongings to prevent them from falling overboard during the sail.

Arrive early

Getting to the harbor ahead of schedule ensures a relaxed start and plenty of time to enjoy your sail.