Top Portland Outdoor Activities

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Portland Adventures

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Sunset Sea Kayak Tour on Casco Bay
Likely to Sell Out
Likely to Sell Out
4.9 (110)

Sunset Sea Kayak Tour on Casco Bay

The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky tends to explode with color and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (110)
$60
$59
Morning Lighthouse Cruise Along the Coast of Portland Maine
Special Offer
Special Offer
4.8 (61)

Morning Lighthouse Cruise Along the Coast of Portland Maine

Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (61)
$59
$58
Afternoon Lighthouse Cruise Along the Coast of Portland Maine
Special Offer
Special Offer
4.6 (78)

Afternoon Lighthouse Cruise Along the Coast of Portland Maine

Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.6 (78)
$64
$63
Sunset Lighthouse Cruise Along Casco Bay
Special Offer
Special Offer
4.9 (36)

Sunset Lighthouse Cruise Along Casco Bay

Embark on an unforgettable 1.5-hour cruise along Maine's breathtaking coastline at sunset. See four of Maine's most iconic lighthouses, spot seals and seabirds, and take...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (36)
$69
$68
Casco Bay Morning Windjammer Sail
Special Offer
Special Offer
4.9 (25)

Casco Bay Morning Windjammer Sail

Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the perfect way to experience the beauty of...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (25)
$61
$60
Private Yacht Tour in Portland, Maine 2hr, 4hr and 6hr Available
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Private Yacht Tour in Portland, Maine 2hr, 4hr and 6hr Available

Explore the stunning scenery and rich maritime history of Casco Bay on a private 2hr, 4hr or 6hr powerboat cruise. Ideal for families, friends, or...

2 to 6 hours • Free Cancellation
2 to 6 hours • Free Cancellation
2 to 6 hours • Free Cancellation
5.0 (1)
$648
$647
Sea Kayak to an Island Tour in Casco Bay
Special Offer
Special Offer
5.0 (9)

Sea Kayak to an Island Tour in Casco Bay

Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour of Northwest Casco Bay!  Often we...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (9)
$89
$88
Intimate Portland Public Sunset Cruise
Special Offer
Special Offer
5.0 (1)

Intimate Portland Public Sunset Cruise

Witness the stunning sunset over Casco Bay on this two-hour public powerboat cruise aboard the classic Maine-built vessel, Avelinda. As the sun sets, enjoy picturesque...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$149
$148
Stand Up Paddleboard Tour with Complimentary Oyster Tasting
Special Offer
Special Offer
5.0 (2)

Stand Up Paddleboard Tour with Complimentary Oyster Tasting

Learn the basics of stand-up paddle boarding on land before launching at Mere Point in Brunswick for a leisurely 2.5 hour morning tour of Northwest Casco...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (2)
$92
$91
Private White Mountains Tour with Mount Washington Cog Railway
Special Offer
Special Offer
5.0 (6)

Private White Mountains Tour with Mount Washington Cog Railway

Experience the breathtaking beauty of New England’s White Mountains on this private guided tour from Portland, Maine. This full-day adventure combines spectacular mountain scenery, historic...

6 to 8 hours • Hotel pickup offered • Free Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
$395
$394
Scenic Sebago Lake Historical Tour by Kayak
Special Offer
Special Offer
5.0 (1)

Scenic Sebago Lake Historical Tour by Kayak

Kayak through the natural Maine wilderness and vast lake views for an on the water adventure. This two hour guided tour will begin with a...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$54
$53
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
Special Offer
Special Offer
5.0 (2)

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Sail aboard...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
$675
$674
Private Half Day Sailing Charter in Portland Maine
Special Offer
Special Offer
5.0 (1)

Private Half Day Sailing Charter in Portland Maine

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard Sasa,...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (1)
$475
$474
Casco Bay: Private Afternoon Charter on Heart's Desire
Special Offer
Special Offer
4.0 (1)

Casco Bay: Private Afternoon Charter on Heart's Desire

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.0 (1)
$650
$649

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