
Sunset & Scenic Private Boat Tour of Portland & Casco Bay
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 27 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Sunset & Scenic Private Boat Tour of Portland & Casco Bay worth booking?
Sunset & Scenic Private Boat Tour of Portland & Casco Bay is a 2-hour experience in Portland, United States, from $650 per person. It scores 62 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 27 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 62 / 100
- Rating
- 5/5 (27)
- Duration
- 2 hours
- From
- $650 per person
Private Casco Bay Cruise – Up to 5 Guests Experience the beauty of Maine’s coast on a private 2-hour tour through the scenic Casco Bay islands. This intimate charter is perfect for small groups looking to explore hidden
What you get
About this experience
Private Casco Bay Cruise – Up to 5 Guests Experience the beauty of Maine’s coast on a private 2-hour tour through the scenic Casco Bay islands. This intimate charter is perfect for small groups looking to explore hidden coves, spot local wildlife, and soak in the iconic charm of the Maine coastline. Departures daily at 10 AM, 4 PM, and our most popular sunset cruise at 6:30 PM.
What's included
Included
- On board we have towels, blankets, waters, plates, ice, and cups.
Not included
- Food and beverages
What you'll see and do
Peaks Island
Tours of Casco bay islands and all the beauty the Maine coast has to offer.
Pass by without stopping
Portland Head Light
Portland Head Light is a historic lighthouse in Cape Elizabeth, Maine. The light station sits on a headland at the entrance of the primary shipping channel into Portland Harbor, which is within Casco Bay in the Gulf of Maine. Completed in 1791, it is the oldest lighthouse in Maine.
Pass by without stopping
Casco Bay
Casco Bay encompasses 14 coastal communities, including two of Maine’s largest cities, Portland and South Portland, and two of Maine’s newest towns, Long Island and Chebeague Island. Casco Bay is both a working waterfront—a port of call for cruise ships, oil tankers, and container ships—and a scenic postcard of historic forts, stalwart lighthouses, secluded anchorages, and many islands.
Pass by without stopping
Where it starts and ends
Meeting point
Portland
Look for our crew on the dock with blue shirts!
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Look for our crew on the dock with blue shirts!
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Calendar Island Charters
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 23 traveler reviews. Written by us, not quoted from reviewers.
Photo opportunities
5 mentionsThe views and photo stops come up again and again.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
2 mentionsTravelers single out the guide as the reason the experience works.
Traveler reviews
23 verified traveler reviews for Sunset & Scenic Private Boat Tour of Portland & Casco Bay. Ratings and reviews provided by Viator and Tripadvisor.
Spectacular
We had an absolutely wonderful time on our two-hour sunset cruise! The entire experience was relaxing, beautiful, and so much fun. The boat was comfortable, the crew was friendly and attentive, and the timing was perfect for enjoying the incredible sunset views. It was the perfect way to spend an evening—peaceful on the water, gorgeous scenery, and a truly memorable experience. We would definitely recommend this sunset cruise and would love to do it again!
via Tripadvisor
Breath taking views
We had a great trip with Captain Kevin, the Sunset Cruise at the lighthouse was amazing. Kevin’s local knowledge of Casco Bay was impressive. Our first time seeing the Maine Coast line was breathtaking, a must when Visiting Portland this Summer.
via Tripadvisor
Best boat captain
Captain Kevin was so much fun!!! He knows so much about Maine ! I highly recommend him!
via Tripadvisor
Perfect cruise on casco bay!
We had the perfect trip! Captain Kev was incredible—he was so nice and funny—he is an expert on the water. Highly recommend!!!!
via Tripadvisor
A rich and enjoyable exploration of Casco Bay.
Captain Kev is a master story teller, a great guide and a wonderful navigator . Annie's Song, the boat, was roomy and very comfortable. It maneuvered easily around the many lobster traps and provided the right pace to enjoy the highlights of Casco Bay from the Eagle's nest to the 2nd war turrets. Great experience and strongly recommend it.
via Tripadvisor
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 9
- Verdict
- Solid Choice
Why this scores 62
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Sunset & Scenic Private Boat Tour of Portland & Casco Bay: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Portland.
How much does Sunset & Scenic Private Boat Tour of Portland & Casco Bay cost?
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Prices start at $650 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Portland usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Sunset & Scenic Private Boat Tour of Portland & Casco Bay take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Portland is not rushed.
Is Sunset & Scenic Private Boat Tour of Portland & Casco Bay worth it?
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It holds an Outty Ranking of 62 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 27 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Portland, and how flexible the cancellation terms are.
Can I cancel or reschedule Sunset & Scenic Private Boat Tour of Portland & Casco Bay?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Sunset & Scenic Private Boat Tour of Portland & Casco Bay suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Sunset & Scenic Private Boat Tour of Portland & Casco Bay?
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Around 9 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Portland can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Portland and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Sunset & Scenic Private Boat Tour of Portland & Casco Bay start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Portland within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Portland?
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Portland sells lighthouse and lobster-boat tours in Casco Bay, Old Port food and brewery walks, seal and puffin cruises, and fall foliage runs up the Maine coast. On Outty we rank every Portland experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local, Portland, Maine: Hidden Histories Guided Walking Tour, A Walk Through Time Tour in Portland. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Portland?
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June to October, with peak foliage in early October. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Portland?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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