SOUTH PORTLAND BOAT RENTAL FIELD GUIDE
Charter South Portland: A Private Yacht Escape on Casco Bay
A private yacht charter with a Captain and crew for groups up to 21 — ideal for weddings, reunions, corporate outings — this guide explains what to expect and how to plan.
Charter South Portland: A Private Yacht Escape on Casco Bay.
Adventure brief
Charter South Portland: A Private Yacht Escape on Casco Bay
Get the boat to yourself and head into Casco Bay from South Portland. Boomerang Yacht Charters offers a private yacht experience with a Captain and one crew member, complimentary drinks, and customizable snacks—setups designed for weddings, family reunions, corporate outings or birthdays for groups of up to 21 people.
Embark on a private boat tour with Boomerang Yacht Charters in South Portland, Maine, and experience the stunning coastlines and scenic views in a personalized setting. Perfect for celebrating special occasions or simply soaking up the maritime beauty of Maine, this private charter offers unmatched flexibility and comfort. Glide through calm waters, with expert crew guiding your journey past rugged shorelines, charming islands, and lighthouses that dot the coastline. The boat’s spacious deck allows for sunbathing, sightseeing, or simply relaxing with friends and family. Whether you choose to explore nearby islands, enjoy water activities, or unwind in style, this experience provides a perfect mix of adventure and relaxation. Maine’s unpredictable weather can add a touch of excitement, with options to customize your trip based on your desires. The private nature of the tour means you have the freedom to set your pace, take plenty of photos, and create memorable moments away from crowds. With knowledgeable staff on board to share insights into the region’s maritime history and ecology, this boat tour ensures an engaging and memorable outdoor adventure in South Portland. A private charter with Boomerang Yacht Charters offers the perfect way to explore Maine's rugged coastlines in comfort and style, making it an experience you'll cherish forever.
Route Schematic
Typical Route Schematic
A straightforward private cruise: embarkments from South Portland, time in Casco Bay, and return to port.
Embark in South Portland
Boarding and departure take place from South Portland, with alternate pickup locations available as needed.
Cruise Casco Bay
Spend the chartered hours cruising Casco Bay aboard your private yacht with crew managing the vessel and onboard service.
Return to Port
Conclude the charter by returning to the agreed pickup/return point in South Portland or the arranged alternate location.
The yacht carries a Captain and one crew member and is limited to a maximum of 21 passengers; operators provide crewed service and may offer alternate pickup locations.
Highlights
Outing Highlights
Tailored for Celebrations and Corporate Gatherings
The Private Charter is promoted as the perfect option for wedding parties, family reunions, corporate outings or birthdays, letting your group take over the yacht for a dedicated stretch of Casco Bay.
Crewed Comfort and Onboard Provisions
Each charter includes a Captain and one crew member; the operator supplies complimentary drinks, offers customizable snack options, and keeps coolers stocked with ice to support BYO beer, wine or specialty drinks.
Space for Up to 21 Guests
The yacht accommodates up to 21 passengers for private-group bookings, with multiple charter lengths available so you can match time afloat to your event.
What the day feels like
What the Charter Feels Like
This is a private, crewed yacht outing from South Portland into Casco Bay: you and your group board for a dedicated stretch of time with a Captain and one crew member managing the vessel while you focus on celebration, relaxation, and onboard provisions tailored to your party.
Suitability
Who it's for
Who the Private Charter suits — and when to look elsewhere.
Practical planner
Details to review before reserving
Charters are sold per group with set durations: 2 hours ($1,200), 3 hours ($1,500), 4 hours ($1,800), and an 8-hour option ($2,800).
Recommended items include sweatshirts, hats and sunglasses; guests may BYO beer, wine or specialty drinks and refrigerated coolers with ice are provided aboard.
Departures originate from South Portland with alternate pickup locations available—confirm your embarkation point with the operator when booking.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How many people can I bring?
The Private Charter accommodates up to 21 passengers per booking.
Is the charter crewed?
Yes — every charter comes with a Captain and one crew member.
Can we bring our own alcohol and food?
Yes. Guests may BYO beer, wine or specialty drinks; the yacht has coolers stocked with ice and the operator offers customizable snack options and complimentary drinks.
What charter durations are available and how much do they cost?
Options are 2 hours ($1,200), 3 hours ($1,500), 4 hours ($1,800), and 8 hours ($2,800), priced per group.
Where do we board the yacht?
Boarding is from South Portland; alternate pickup locations are available and should be confirmed at booking.
What should we bring for comfort?
Bring layers such as sweatshirts, plus hats and sunglasses for sun and breeze protection.
How this guide was prepared
This field guide is synthesized using verified supplier specifications, route descriptions, and destination data. Some booking links may generate affiliate revenue for ADV Guides.
- Verified: 2026-08-10T12:43:42.177Z
Some booking links may generate revenue for ADV Guides or The Adventure Collective.
Availability, pricing, schedules and operating details can change.
Trip details and contextual sources were reviewed by ADV Guides Editorial.