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Sunset Private Boat Tour of Portland & Casco Bay — 2-Hour Cruise to Portland Head Light - Portland, Maine

Sunset Private Boat Tour of Portland & Casco Bay — 2-Hour Cruise to Portland Head Light

Portlandeasy

Difficulty

easy

Duration

2 hours

Fitness Level

Suitable for most fitness levels; must be able to step aboard a small vessel and move on a wet deck.

Overview

A private two-hour cruise that threads Portland Harbor and Casco Bay at the most flattering hour—sunset. Expect close-up views of Portland Head Light, working lobster grounds, and islands only accessible by boat, all guided by a local captain.

Sunset Private Boat Tour of Portland & Casco Bay — 2-Hour Cruise to Portland Head Light

Other
Sightseeing Tour

The salt-slick air tastes faintly of kelp and diesel as the motor settles and the city of Portland slips aft. On a two-hour private charter through Casco Bay, the islands tilt like weathered pages and the lighthouse at Cape Elizabeth cuts a crisp silhouette against a bleeding sky. Waves nudge the hull—playful, insistent—and the boat answers, carving a clean path between lobster pots and anchored sloops.

Adventure Photos

Sunset Private Boat Tour of Portland & Casco Bay — 2-Hour Cruise to Portland Head Light photo 1

Adventure Tips

Layer for wind and spray

Temperatures can drop quickly on the water—bring a windproof shell and a warm mid-layer even on warm days.

Book the sunset slot early

The 6:30 PM cruise fills fast in summer; reserve your private tour in advance for the best light and routes.

Seat choice matters

Claim the bow for unobstructed lighthouse shots and the stern for skyline images; stay seated when transiting lobster pot areas.

Protect against motion sickness

If you’re prone to seasickness, take medication before boarding and focus on the horizon; fresh air helps.

Local Insights

Wildlife

  • Harbor seals
  • Ospreys

History

Portland Head Light, completed in 1791, is Maine’s oldest lighthouse and has guided vessels through Casco Bay for more than two centuries.

Conservation

Casco Bay faces pressures from runoff and marine debris; follow Leave No Trace, avoid disturbing seal haul-outs, and steer clear of lobster gear to reduce impact.

Adventure Hotspots in Portland, Maine

Frequently Asked Questions

Recommended Gear

Windproof jacket

Essential

Shields you from spray and the cool marine breeze during evening cruises.

Non-slip deck shoes

Essential

Provide traction on wet surfaces and help you move safely around the boat.

Binoculars

Bring a compact pair to pick out distant islands, seals, and seabirds.

Motion sickness medication

Take preventive medication before boarding if you’re sensitive to boat motion.