Portland

Portland · Things to Do

3 Days in Portland

13 itinerary options

Choose Your Style

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Vacation · 3 Days

Slow & Scenic Portland: Beach, Prom, and Cheap Eats

Relaxed harbor walks, cheap eats, and a sunset beach escape

CoastalRelaxedFoodie-on-a-budgetScenic
$50-100/day
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Solo Travel · 3 Days

Bohemian Portland Day: Trails, Markets & Roses

Hike wild trails, browse boho markets, capture rosy sunsets

BohemianEclecticVerdantArtisan
$100-150/day
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Solo Travel · 3 Days

Portland Adventure: Trails, Tides & Tastings

Urban hikes, coastal vibes, foodie trails unlocked

Outdoor adventurousFoodie eclecticArtsy bohemianLaid-back coastal
$100-150/day
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Solo Travel · 3 Days

Bohemian Portland Trails & Tides

Hike forests, savor food, chase coastal sunsets in bohemian bliss

BohemianNature-infusedFoodieRelaxed coastal
$150-250/day
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Solo Travel · 3 Days

Portland, Maine in Five Days: Harbor, Hills, and Great Plates

Harbor views, heritage streets, and excellent meals, day after day

HistoricFoodieCoastalWalkable
$150-250/day
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Solo Travel · 3 Days

Portland in 8 Days: Food, Forests, Art, and Coastal Adventure

A balanced Portland trip of flavor, culture, and outdoor energy

HistoricFoodieWalkableCoastal
$150-250/day
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Solo Travel · 3 Days

Modern Minimal Portland: Sea, Streets, and Skyline

Waterfront walks, modern bites, and historic brickside charm

HistoricFoodieCoastalRelaxed
$150-250/day
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Solo Travel · 3 Days

Tropical-Tinged Adventure Day in Coastal Portland

Waterfront trails, island vibes, and fresh local Maine flavors

CoastalFoodieRelaxedAdventure-light
$150-250/day
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Solo Travel · 3 Days

Adventure & Eats: A Packed Portland Maine Weekend

Coastal hikes, working harbor, and standout Maine eats all weekend

CoastalFoodieHistoricRelaxed Adventure
$150-250/day
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Solo Travel · 3 Days

Glamorous Coastal Adventure Weekend in Portland, Maine

Sea, skyline, and stylish bites in a packed Portland escape

CoastalFoodieGlamorousHistoric
$250-500/day
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Solo Travel · 3 Days

Portland Coastal Trails & Eats: Day 2 Adventure

Seaside trails, harbor views, and budget-friendly local bites

CoastalRelaxed AdventurousFoodieHistoric
$100-150/day
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Solo Travel · 3 Days

Portland Adventure: Nature, Markets & Culture in One Day

Urban trails, vibrant markets, and coastal vibes in budget bliss

Outdoor adventurousFoodie eclecticCreative urbanRelaxed green
$100-150/day
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Solo Travel · 3 Days

Casco Bay Breezes & Portland Peaks Adventure Day

Island trails, harbor views, and Portland’s best local bites

CoastalFoodieAdventurousRelaxed
$150-250/day

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