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Outdoor & Adventure in Portland: Compare 26 Options

Independent comparison Prices checked October 3, 2026 Prices shown in USD 26 options compared

Our top pick is Lighthouse Bicycle Tour from South Portland with 4 Lighthouses (3 h, ★ 4.9 (133)). Well-rated options start at $43 from, per person, and 26 of 26 options offer free cancellation.

Our picks

Best overall

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

3 h · ★ 4.9 (133) $115 from, per person
Free cancellation
Highest weighted rating of 10 options with 50+ reviews. Check availability
Lowest price

Port City Lights Cruise

1 h · ★ 4.8 (325) $43 from, per person
Free cancellation
Lowest starting price among the well-rated options. Check availability
Shortest

Morning Lighthouse Cruise Along the Coast of Portland Maine

1.5 h · ★ 4.7 (84) $59 from, per person
Free cancellation
Shortest well-rated option, if you are short on time. Check availability

Compare the options

Option Duration Rating Price Book
Lighthouse Bicycle Tour from South Portland with 4 Lighthouses
Free cancellation
3 h ★ 4.9 (133) $115
from, per person		 Check
Port City Lights Cruise
Free cancellation
1 h ★ 4.8 (325) $43
from, per person		 Check
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Free cancellation
2 h ★ 4.7 (285) $69
from, per person		 Check
Sunset Sea Kayak Tour on Casco Bay
Free cancellation
2 h ★ 4.8 (130) $60
from, per person		 Check
Two Hour Lighthouse Bicycle Tour from South Portland-Mellow
Free cancellation
2 h ★ 5.0 (66) $75
from, per person		 Check
Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll
Free cancellation Likely to sell out
5 h ★ 4.8 (167) $165
from, per person		 Check
Morning Lighthouse Cruise Along the Coast of Portland Maine
Free cancellation
1.5 h ★ 4.7 (84) $59
from, per person		 Check
Afternoon Lighthouse Cruise Along the Coast of Portland Maine
Free cancellation
1.5 h ★ 4.6 (130) $64
from, per person		 Check
Sunset Lighthouse Cruise Along Casco Bay
Free cancellation
1.5 h ★ 4.8 (62) $69
from, per person		 Check
Portland Tall Ship Cruise on Casco Bay
Free cancellation
2 h ★ 4.6 (244) $99.60
from, per person		 Check

Explore all 26 options

  1. Lighthouse Bicycle Tour from South Portland with 4 Lighthouses 3 h · ★ 4.9 (133)
    Free cancellation
    $115 from, per person Check availability
  2. Port City Lights Cruise 1 h · ★ 4.8 (325)
    Free cancellation
    $43 from, per person Check availability
  3. Afternoon Windjammer Cruise Along the Coast of Portland Maine 2 h · ★ 4.7 (285)
    Free cancellation
    $69 from, per person Check availability
  4. Sunset Sea Kayak Tour on Casco Bay 2 h · ★ 4.8 (130)
    Free cancellation
    $60 from, per person Check availability
  5. Two Hour Lighthouse Bicycle Tour from South Portland-Mellow 2 h · ★ 5.0 (66)
    Free cancellation
    $75 from, per person Check availability
  6. Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll 5 h · ★ 4.8 (167)
    Free cancellation Likely to sell out
    $165 from, per person Check availability
  7. Morning Lighthouse Cruise Along the Coast of Portland Maine 1.5 h · ★ 4.7 (84)
    Free cancellation
    $59 from, per person Check availability
  8. Afternoon Lighthouse Cruise Along the Coast of Portland Maine 1.5 h · ★ 4.6 (130)
    Free cancellation
    $64 from, per person Check availability
  9. Sunset Lighthouse Cruise Along Casco Bay 1.5 h · ★ 4.8 (62)
    Free cancellation
    $69 from, per person Check availability
  10. Sunset & Scenic Private Boat Tour of Portland & Casco Bay 2 h · ★ 5.0 (27)
    Free cancellation Private
    $650 from, per person Check availability
  11. Portland Tall Ship Cruise on Casco Bay 2 h · ★ 4.6 (244)
    Free cancellation
    $99.60 from, per person Check availability
  12. Sea Kayak to an Island Tour in Casco Bay 3 h · ★ 4.9 (10)
    Free cancellation
    $89 from, per person Check availability
  13. Private Yacht Tour in Portland, Maine 2hr, 4hr and 6hr Available 2 h–6 h · ★ 5.0 (4)
    Free cancellation Private
    $648 from, per person Check availability
  14. Experience Portland's Waterfront Public Scenic Powerboat Cruise 2 h · ★ 5.0 (2)
    Free cancellation
    $139 from, per person Check availability
  15. Stand Up Paddleboard Tour with Complimentary Oyster Tasting 2.5 h · ★ 5.0 (2)
    Free cancellation Likely to sell out
    $92 from, per person Check availability
  16. Intimate Portland Public Sunset Cruise 2 h · ★ 5.0 (1)
    Free cancellation
    $149 from, per person Check availability
  17. Private Portland Sunset Powerboat Cruise in Casco Bay 2 h · New
    Free cancellation Private
    $747 from, per person Check availability
  18. Desert of Maine - Wander in Wonder and Mini Golf Combo 1 h–3 h · New
    Free cancellation
    $32 from, per person Check availability
  19. Private White Mountains Tour with Mount Washington Cog Railway 6 h–8 h · ★ 5.0 (6)
    Free cancellation Private Likely to sell out
    $395 from, per person Check availability
  20. Private Portland Head Light & Midcoast Explorer 6 h–8 h · ★ 4.5 (14)
    Free cancellation Private Likely to sell out
    $350 from, per person Check availability
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