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Voyzo
Portland, Maine, Maine

Private Tall Ship Charter on Casco Bay

A traditional tall ship, chartered exclusively for your group, under sail on Casco Bay.

Private tour — just your group 2 hours Up to 56 guests Free itinerary changes Local expert guide
Free, no-obligation quote
  • Real pricing usually follows within a few hours
  • Private — your group only
  • Free itinerary changes
Get your price

Overview

A private charter of a traditional tall ship on Casco Bay — your group has the whole vessel to yourselves for a genuine New England sailing experience.

This is a private, exclusive charter of a traditional tall ship — the same style of vessel used for Portland's popular public windjammer cruises, but reserved entirely for your group. Set sail from the Maine State Pier and soak up sea breezes on Casco Bay, with the chance to look out for seals and even take a turn at the ship's wheel.

Highlights

  • Traditional Tall Ship Sail aboard a genuine traditional tall ship under full sail.
  • Private Charter The vessel is reserved exclusively for your group, not shared with other travelers.
  • Casco Bay Views Take in the Portland skyline and coastline from the water.
  • Hands-On Sailing Take a turn hoisting the sails or behind the ship's wheel if you'd like.

What Stops Does This Tour Make?

A popular starting point — every Voyzo itinerary is fully customizable, so we'll shape the order and stops around your group.

P

Pickup

Board at the Maine State Pier in Portland's Old Port.

1

Traditional Tall Ship

Sail aboard a genuine traditional tall ship under full sail.

2

Private Charter

The vessel is reserved exclusively for your group, not shared with other travelers.

3

Casco Bay Views

Take in the Portland skyline and coastline from the water.

4

Hands-On Sailing

Take a turn hoisting the sails or behind the ship's wheel if you'd like.

D

Drop-off

Back to your hotel, home, or the airport — whenever your day wraps up.

What's Included

A private vehicle and driver, just for your group
A professional, knowledgeable local guide
Door-to-door pickup and drop-off
A fully customizable itinerary built around you
All tolls, parking, and fuel

What's Not Included

Attraction admission tickets, unless noted as included
Meals and snacks
Gratuities for your guide or driver
Personal expenses

Why Book a Private Tour With Voyzo?

Your group only — never combined with strangers
Crowded 50+ seat group buses
Fully custom stops, built around you
A fixed script with no flexibility
Door-to-door pickup, wherever you're staying
Meeting at a fixed public meeting point
Direct, transparent pricing — no marketplace markup
Third-party booking fees

Choose Your Vehicle

Every group size is covered — from an intimate private ride to large multi-coach groups.

Black Chevrolet Suburban executive SUV Up to 6

Executive SUV

Cadillac Escalade or Chevrolet Suburban

A fast, private ride for couples, small families, or business travelers — plenty of luggage room and a smooth, quiet cabin.

Black Mercedes-Benz Sprinter passenger van Up to 14

Mercedes-Benz Sprinter Van

Sprinter, high-roof passenger configuration

Comfortable, air-conditioned seating for small and mid-size groups — our most popular option for families and friend groups traveling together.

White Prevost luxury motorcoach Up to 56

Prevost Coach Bus

Prevost motorcoach

Our largest single vehicle — a full-size luxury motorcoach for large groups, conventions, and corporate events that still want one private tour, one vehicle.

Important Information

Know Before You Book

  • Group size can range from 1 to 56 guests — we match the vehicle to your party.
  • Pricing depends on group size, vehicle, and tour length, and is confirmed after your quote request.
  • Tour duration is flexible — the times shown are a typical starting point.

Know Before You Go

  • We'll confirm your exact pickup time and vehicle details after booking.
  • Bring a camera, comfortable shoes, and weather-appropriate layers.
  • Your pickup address is required to finalize the itinerary.

Special Requests

  • Mobility needs, dietary notes, or accessibility requirements? Let us know when requesting your quote and we'll arrange accordingly.
  • Traveling with young children or larger groups — just tell us, and we'll recommend the right vehicle.

Frequently Asked Questions

This is a fully private charter — your group has the entire ship to yourselves, unlike the scheduled public sailing that other travelers can join.
You're welcome to take a turn hoisting sails or at the wheel if you'd like, alongside the crew.
From the Maine State Pier in Portland's Old Port.
Once your quote is accepted, we'll confirm your exact pickup time, vehicle, and driver details by email ahead of your tour date.
Yes — reach out to our team any time before your tour and we'll do our best to accommodate itinerary or schedule changes.

About This Tour

A private charter of a traditional tall ship on Casco Bay — your group has the whole vessel to yourselves for a genuine New England sailing experience. This is a private, exclusive charter of a traditional tall ship — the same style of vessel used for Portland's popular public windjammer cruises, but reserved entirely for your group. Set sail from the Maine State Pier and soak up sea breezes on Casco Bay, with the chance to look out for seals and even take a turn at the ship's wheel.

Portland Schooner Co.'s wooden windjammers sail from Maine State Pier; the company's vessels were built in Maine and several are on the National Register of Historic Places. Casco Bay itself was nicknamed the Calendar Islands after a 1700 report of an island for each day of the year, though the Coast Pilot counts 136.

Fort Gorges, begun in 1858 and completed in 1865 on Hog Island Ledge, is a landmark visible from the water, and Portland Head Light, first lit in 1791, is among the lights nearby.

Harbor seals and seabirds are regular sightings in the bay.

Not quite what you're looking for?

Every Voyzo tour is a starting point — tell us what you have in mind and we'll build it.

Free cancellation · Pay now or laterGet your price Request a Quote