Free cancellation

Private Tall Ship Charter in Portland on Casco Bay

By Wow A Tour

Experience the stunning coast of Casco Bay with a private tall ship charter in Portland. Perfect for you and up to five friends or family, this cruise offers a relaxed and personalized way to enjoy the beautiful scenery, seabirds, sea houses, and islands that make the area special.

During your 2-hour voyage, you'll have the chance to actively participate—help raise the sails with a deckhand or steer the ship yourself. It’s your time to celebrate, entertain, or simply unwind at your own pace. Alcoholic beverages like beer and wine are welcome onboard, adding to the laid-back atmosphere.

Whether you're celebrating a special occasion or just want a unique way to see Portland’s coastline, this private charter provides an intimate and memorable experience on the water.

Frequently asked questions

How long is the private tall ship cruise?

The cruise lasts for 2 hours, giving you plenty of time to relax and enjoy the scenery.

What’s included in the experience?

Your booking includes a private 2-hour cruise on a schooner equipped with life jackets for all ages.

Can I help with the sailing or steering?

Absolutely! Guests are encouraged to help raise the sails with a deckhand and steer the ship, making it an interactive adventure.

Are food and drinks provided?

Food and drinks are not included, but you are welcome to bring your own alcohol onboard.

Is this experience suitable for all ages?

Yes, it’s suitable for travelers from infants to seniors, regardless of physical fitness level.

How do I find the meeting point?

Meet at Heart’s Desire, docked at Fore Points Marina. You can find it easily on Google Maps by searching 'Fore Points Marina'. Parking is available at Ocean Gateway Garage and Thames Lot.

Free cancellation

Cancel at least 24 hours before your scheduled departure for a full refund.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 2 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 2 hours
Languages English
Group size Up to 6 people
Ages 0–120 years
Accessibility Suitable for all physical fitness levels
Tour type Private charter

What's included

Included

  • Schooners equipped with life jackets for all ages
  • 2-hour private cruise

Not included

  • Food and drinks

Itinerary

A peaceful 2-hour private sailing experience along Portland’s coastline, with opportunities to help sail and steer the ship.

Meeting point & pickup

Meet at the docked schooner Heart’s Desire at Fore Points Marina.

If walking, type 'Fore Points Marina' into Google Maps to find the marina office. If driving, parking is available at Ocean Gateway Garage and Thames Lot.

Open in Google Maps

Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before your scheduled departure for a full refund.

  • 100% refund if canceled at least 1 day before
  • No refund if canceled within 24 hours of departure
  • May be canceled due to bad weather

Instant confirmation

Your booking is confirmed immediately after checkout.

From $1,071.13 per person

Traveler Age 0–120
1
  • Free cancellation
  • Secure checkout with our booking partner

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Prices and availability are subject to change. You will be redirected to our partner website to complete your booking.