Casco Bay 10 options
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Afternoon Windjammer Cruise: Casco Bay Sailing in PortlandSail a historic Maine schooner through Casco Bay for two hours, passing lighthouses and seals. Bring your own food and wine, and the crew answers questions as you go.Thu–Sat · 11:00 and 13:30 · Season until 31 Oct · All ages★ 4.68 (309)2hEN✓ Free cancellationfromUS$ 69per person
Portland Tall Ship Cruise on Casco Bay: Sail Maine SchoonersSail a historic Maine schooner on Casco Bay from Portland for two hours, spotting lighthouses and seals while you help hoist sails or take the wheel.Thu · 12:00 · All ages★ 4.57 (246)2hEN✓ Free cancellationfromUS$ 100per person
Portland Maine: Sunset Windjammer Cruise & Casco Bay LighthousesSail a historic Maine schooner through Casco Bay. See lighthouses, seals, Fort Gorges and Portland's waterfront. Bring your own food and wine. All ages welcome.Thu–Sat · 16:00 · Season until 31 Oct · All ages★ 4.68 (225)2h✓ Free cancellationfromUS$ 77per person
Portland Maine: Lighthouse Cruise & Casco Bay with WineNinety minutes cruising Casco Bay past five lighthouses, Fort Gorges, and seal colonies aboard Ruth, a 1935 wooden tour boat. Bring your own food and wine. All ages welcome.Thu–Sat · 12:30 and 14:30 · Season until 31 Oct · All ages★ 4.60 (151)1h 30mEN✓ Free cancellationfromUS$ 64per person
Fort Scammel Tour Casco Bay: Boat Cruise & Island ExploreTour Fort Scammel on House Island, Portland Harbor's only fort to see active combat. Explore catacombs-style passages and 19th-century masonry.Thu–Sat · 10:30 · Season until 31 Oct★ 4.86 (97)2hEN✓ Free cancellationfromUS$ 109per person
Morning Lighthouse Cruise Portland Maine: 1.5 hours on Casco BayCruise Casco Bay for 1.5 hours aboard a 1935 classic boat, passing Portland Head Light, Fort Gorges, and five other lighthouses while you bring your own food and wine.Thu and Sat · 10:30 · Season until 31 Oct · All ages★ 4.73 (89)1h 30mEN✓ Free cancellationfromUS$ 59per person
Sunset Lighthouse Cruise Casco Bay: Four Maine LighthousesCruise past four Maine lighthouses at sunset aboard Ruth, a 1935 classic boat, with Fort Gorges and Portland Head Light. Bring your own wine and food.Thu–Sat · 16:30 · Season until 31 Oct · All ages★ 4.84 (67)1h 30mEN✓ Free cancellationfromUS$ 69per person
Sea kayaking in NW Casco Bay: Oyster farm & tastingPaddle to a working oyster farm in Casco Bay, then shuck and taste fresh oysters on an island: a Master Maine Guide teaches kayaking basics on land before launch.Next departure: 24 May 2027 · All ages★ 4.78 (36)3hEN✓ Instant confirmationfromUS$ 99per person
Sea Kayaking in Brunswick: Island paddle with guidePaddle Northwest Casco Bay from Mere Point in Brunswick with a Master Maine Guide for three hours: launch from land instruction.Next departure: 29 May 2027 · All ages★ 4.90 (10)3hEN✓ Free cancellationfromUS$ 89per person
Northwest Casco Bay Paddleboard Tour with Oyster TastingPaddle 2.5 hours on Northwest Casco Bay with instruction and gear included. Stop at an oyster farm, shuck fresh Maine oysters.Next departure: 5 Jun 2027 · From age 9★ 5.00 (2)2h 30mEN✓ Free cancellationfromUS$ 92per person
All 10 options, side by side
✓ 2026-10-29| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Afternoon Windjammer Cruise: Casco Bay Sailing in PortlandOur pick | US$ 69 per person | 2h | 4.68★ · 309 | Thu–Sat · 11:00 and 13:30 · Season until 31 Oct | English |
| Morning Lighthouse Cruise Portland Maine: 1.5 hours on Casco BayBest value | US$ 59 per person | 1h 30m | 4.73★ · 89 | Thu and Sat · 10:30 · Season until 31 Oct | English |
| Fort Scammel Tour Casco Bay: Boat Cruise & Island ExploreTop rated | US$ 109 per person | 2h | 4.86★ · 97 | Thu–Sat · 10:30 · Season until 31 Oct | English |
| Portland Tall Ship Cruise on Casco Bay: Sail Maine Schooners | US$ 100 per person | 2h | 4.57★ · 246 | Thu · 12:00 | English |
| Portland Maine: Sunset Windjammer Cruise & Casco Bay Lighthouses | US$ 77 per person | 2h | 4.68★ · 225 | Thu–Sat · 16:00 · Season until 31 Oct | — |
| Portland Maine: Lighthouse Cruise & Casco Bay with Wine | US$ 64 per person | 1h 30m | 4.60★ · 151 | Thu–Sat · 12:30 and 14:30 · Season until 31 Oct | English |
| Sunset Lighthouse Cruise Casco Bay: Four Maine Lighthouses | US$ 69 per person | 1h 30m | 4.84★ · 67 | Thu–Sat · 16:30 · Season until 31 Oct | English |
| Sea kayaking in NW Casco Bay: Oyster farm & tasting | US$ 99 per person | 3h | 4.78★ · 36 | Next departure: 24 May 2027 | English |
| Sea Kayaking in Brunswick: Island paddle with guide | US$ 89 per person | 3h | 4.90★ · 10 | Next departure: 29 May 2027 | English |
| Northwest Casco Bay Paddleboard Tour with Oyster Tasting | US$ 92 per person | 2h 30m | 5.00★ only 2 reviews | Next departure: 5 Jun 2027 | English |
Casco Bay at a glance
- Our pick: Afternoon Windjammer Cruise: Casco Bay Sailing in Portland, US$ 69 (2h, 4.68★ · 309).
- Best value: Morning Lighthouse Cruise Portland Maine: 1.5 hours on Casco Bay, US$ 59 (1h 30m, 4.73★ · 89).
- Top rated: Fort Scammel Tour Casco Bay: Boat Cruise & Island Explore, US$ 109 (2h, 4.86★ · 97).
Real price per person across the 10 options: US$ 59–US$ 109 (median US$ 77). With 100+ reviews: 4 of 10.
Of the 10 options: 9 with free cancellation, 10 with instant confirmation, 9 kid-friendly and 9 bookable last-minute.
How we rank: quality, number of reviews and relevance to the topic. In the comparison table, our top 3 comes first. Price per person.