Tours and activities in Portland, United States

SimilarTours

Tours and activities in Portland, United States | SimilarTours

Skip-the-line tickets in Portland

Major attractions with reserved entry - skip the queue, walk straight in

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Viator
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing tour of Portland, Maine and 3 lighthouses with an experienced guide who is a real local, born and raised in Portland, Maine. Get an insider’s look at the current happenings and rich history of my hometown. We’ll go where other tours go, and then I'll take you places other tours don't - you'll see hidden gems and learn little known facts about Portland and the great state of Maine that only a real local knows! As a college librarian I'm always researching the hidden history of Portland, while at the same time keeping on top of what's new in town and visiting as many local establishments that I can. I take pride in representing this city, and providing an informative and entertaining tour, delivered with a true Mainer's sense of humor. This is The Real Portland Tour! Check my website for a complete listing of tour days, times, and availability.
5.0(1537)
1 hr 45 min
Portland, United States
Free cancellation
English
From
$69
No similar experiences found
Musement
Portland Trail Blazers Basketball Game at Moda Center Arena
Be there in person to see a Portland Trail Blazers NBA game at Moda Center, picking from a wide selection of dates against NBA's top teams.
2 hr 30 min
Portland, United States
Instant confirmation
From
$36
No similar experiences found
Viator
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
Skip the city and head straight to the coast on this dedicated lighthouse tour of Maine’s best lighthouses. Explore three iconic beacons that have guided sailors for centuries, each offering a chance to delve into their rich history. While most lighthouses aren’t open for tours, you’ll still get up-close views and plenty of opportunities to admire their stunning architecture and scenic surroundings. As you navigate through Portland’s picturesque coastline, you’ll be surrounded by breathtaking views that are as storied as they are beautiful. This focused, relaxed tour is the perfect way to connect with maritime past while soaking in the charm of Maine’s coastal landscape.
4.9(958)
2 hours
Portland, United States
Free cancellation
English
From
$91
No similar experiences found
Musement
Portland Timbers Football Game at Providence Park Stadium
Be there in person to see a Portland Timbers MLS game at Providence Park, picking from a wide selection of dates against Major League Soccer's top teams.
2 hr 30 min
Portland, United States
Instant confirmation
English
From
$61
No similar experiences found
Viator
Portland, Maine: Hidden Histories Guided Walking Tour
Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Maine's largest city what it is today. Your locally-raised guide will captivate you with extraordinary, exciting, and surprising stories largely left out of the history books. Get ready to broaden your sense of what Portland and Maine have been and could be. Brick sidewalks beneath your feet and beautiful Victorian-era buildings nestled around you, we'll casually stroll Portland’s lush, historic Old Port toward the sparkling waters of Casco Bay. We’ll see where Indigenous Wabanaki leaders made their earliest relationships with European colonizers and walk together through the centuries. Enjoy an inclusive, empowering, and surprising constellation of tales that offers a welcome contrast to the more obvious themes you’re likely to experience on other tours. You'll enjoy 2 hours of narration over a 1.5-mile route with owner and guide, Dugan Murphy. He is Portland's top-rated guide on TripAdvisor!
5.0(525)
2 hours
Portland, United States
Free cancellation
English
From
$54
No similar experiences found
Musement
Morning tour of Portland City
Book your morning tour of Portland City and explore the sights and streets of Portland like a local with your r informative and entertaining guide!
3 hr 30 min
Portland, United States
Free cancellation
Instant confirmation
English
From
$85
No similar experiences found
Viator
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds (NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites). Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All ages are welcome! Whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.
4.6(187)
2 hours
Portland, United States
Free cancellation
English
From
$69
No similar experiences found
Viator
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 your favorite wine or beer, and sit back and relax as you slip through the tranquil waters of Casco Bay. All ages are welcome! Whether you are nine years old or 99, cruising aboard Ruth is a unique adventure, a 39’ long classic, picnic style tour boat built in 1935 at Handy Boat in Falmouth, Maine.
4.4(67)
1 hr 30 min
Portland, United States
Free cancellation
English
From
$64
No similar experiences found

Viator

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

5.0(1537)

1 hr 45 min

Portland, United States

Free cancellation

From

$69

Musement

Portland Trail Blazers Basketball Game at Moda Center Arena

2 hr 30 min

Portland, United States

Instant confirmation

From

$36

Viator

Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour

4.9(958)

2 hours

Portland, United States

Free cancellation

From

$91

Musement

Portland Timbers Football Game at Providence Park Stadium

2 hr 30 min

Portland, United States

Instant confirmation

From

$61

Viator

Portland, Maine: Hidden Histories Guided Walking Tour

5.0(525)

2 hours

Portland, United States

Free cancellation

From

$54

Musement

Morning tour of Portland City

3 hr 30 min

Portland, United States

Free cancellation
Instant confirmation

From

$85

Viator

Afternoon Windjammer Cruise Along the Coast of Portland Maine

4.6(187)

2 hours

Portland, United States

Free cancellation

From

$69

Viator

Afternoon Lighthouse Cruise Along the Coast of Portland Maine

4.4(67)

1 hr 30 min

Portland, United States

Free cancellation

From

$64

Guided walking tours in Portland

Small-group + private walking tours with a local guide

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Musement
Champagne brunch cruise on Willamette river
Experience Portland's love of brunch with a 2-hour cruise brunch on the Willamette River.
4.5(2)
2 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$102
No similar experiences found
Viator
A Walk Through Time Tour in Portland
Curious about Portland's history with railroads, fires, wars, famous poets and Hollywood producers? Join us for a Walk Through Time! This tour begins on Commercial Street and continues for 2 hours through the historic Old Port, downtown and waterfront areas, sharing highlights of Portland's history since 1632. Some of the locations we may feature on your tour include; the lobster statue, the home of Henry Wadsworth-Longfellow and his place of worship, the Eastern Cemetery, the Abyssinian Church, the U.S. Customs House and more. Tour duration is two "ish" hours, based on guest engagement and pace of the group. Planning on 2.5 hours for arriving early to check-in and make it back to your vehicle post tour is recommended.
4.9(504)
2 hours
Portland, United States
Free cancellation
English
From
$49
No similar experiences found
Musement
Best of Portland small-group walking tour
Discover Portland in a fun walking tour, choose between 2 routes according to your interest and explore the history of this unique city.
5.0(1)
2 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$32
No similar experiences found
Viator
Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine
Learn about Maine's most famous crustacean and the men and women who make their living from trap to table. Stroll along Portland's vital working waterfront , view lobster boats often unloading their catch and visit Old Port and waterfront district destinations for a progressive, iconic Maine lunch. - This walking tour is appx. 1 - 1.5 miles visiting local favorites with plenty of food, and food for thought - lots of time for Q/A. - There's always a whole lobster roll, a New England clam or seafood chowder, local craft beer (or soda) plus a whoopie pie or other Maine sweet, and a surprise seafood taste or two along the way. This is our most “classic heritage” Maine experience with a bit of modern flare.
4.8(148)
3 hours
Portland, United States
Free cancellation
Likely to sell out
English
From
$160
No similar experiences found
Musement
Portland Happy Hour Sightseeing Cruise
Admire the sights of Portland from a different perspective, enjoy the city skyline and the narration of the historic waterways of the Willamette River.
1 hr 30 min
Portland, United States
Free cancellation
Instant confirmation
English
From
$38
No similar experiences found
Viator
Portland, Maine: Black History Guided Walking Tour
Trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality. Maine’s earliest settlements couldn’t have existed without Black labor, skill, and insight. You'll meet the Black Yankees who founded Maine communities, overturned slavery statewide, drove our maritime industries, gained political influence, crossed color boundaries, and expanded Mainers’ rights in the modern era. Stepping on granite cobblestones crooked with age — that once saw footfalls from national heroes like Frederick Douglass — you’ll pass storefronts once home to Black-owned barbershops where abolitionists whispered intelligence to Underground Railroad conductors. Enjoy 2 hours of entertaining and enlightening historical narration over a 1.5-mile route. Owner and guide, Dugan Murphy, dug through the archives to present an amazing constellation of stories left out of most tours. TripAdvisor named him Portland's #1 guide!
5.0(145)
2 hours
Portland, United States
Free cancellation
English
From
$54
No similar experiences found
Musement
Portland Culture Tour With Local Guide
Explore Portland hidden gems from a local's perspective, venture off the beaten path, and enjoy luxury transportation throughout the busy streets.
4 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$95
No similar experiences found
Musement
Morning half-day to Multnomah Falls and River Gorge Waterfalls
Book your morning half-day to Multnomah Falls and River Gorge Waterfalls. Explore the beauty of the canyon walls and learn about the area from your guide.
3 hr 30 min
Portland, United States
Free cancellation
Instant confirmation
English
From
$85
No similar experiences found

Musement

Champagne brunch cruise on Willamette river

4.5(2)

2 hours

Portland, United States

Free cancellation
Instant confirmation

From

$102

Viator

A Walk Through Time Tour in Portland

4.9(504)

2 hours

Portland, United States

Free cancellation

From

$49

Musement

Best of Portland small-group walking tour

5.0(1)

2 hours

Portland, United States

Free cancellation
Instant confirmation

From

$32

Viator

Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

4.8(148)

3 hours

Portland, United States

Free cancellation
Likely to sell out

From

$160

Musement

Portland Happy Hour Sightseeing Cruise

1 hr 30 min

Portland, United States

Free cancellation
Instant confirmation

From

$38

Viator

Portland, Maine: Black History Guided Walking Tour

5.0(145)

2 hours

Portland, United States

Free cancellation

From

$54

Musement

Portland Culture Tour With Local Guide

4 hours

Portland, United States

Free cancellation
Instant confirmation

From

$95

Musement

Morning half-day to Multnomah Falls and River Gorge Waterfalls

3 hr 30 min

Portland, United States

Free cancellation
Instant confirmation

From

$85

Food & drink experiences in Portland

Food tours, market walks, wine tastings, cocktail experiences

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Musement
Downtown Portland Coffee and Donut Tour
Learn about Portland's cafe culture and try delicious coffee and donuts on this tasty tour!
Portland, United States
Free cancellation
Instant confirmation
English
From
$59
No similar experiences found
Viator
Old Port Culinary Walking Tour from Portland
- Portland's culinary culture is made up of many kinds of artisan food and beverage entrepreneurs from bakers, brewers and chefs to confectioners and more - wherever taste and creativity meet! - We combine a unique combination of social history, culinary education, the stories of talented entrepreneurs and current award-winning food scene narrated by friendly and engaging local guides - This tour visits 4-5 venues where you will enjoy a mix of Maine/Maine-inspired cultural, up-and-coming, and trending fare, plenty for lunch with a sweet treat to cap it off.
4.8(430)
2 hours - 3 hours
Portland, United States
Free cancellation
Likely to sell out
English
From
$160
No similar experiences found
Musement
Oregon wine tasting tour
Explore Oregon's famous Willamette Valley on the Oregon wine tasting tour. Buy now on Musement!
6 hr 30 min
Portland, United States
Free cancellation
Instant confirmation
English
From
$182
No similar experiences found
Viator
Small Group Sunset Lighthouse Boat Cruise With Local Drinks
Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. Keep your eyes open for potential seal sightings, as well as the multiple lighthouses, islands, and forts you will see while cruising around. We will turn the bow toward Portland so you can take in a Maine sunset from the water and then cruise through Portland Harbor as the city’s nighttime skyline illuminates. You won’t find a more spectacular experience in Maine! GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!
4.6(97)
1 hr 30 min
Portland, United States
Free cancellation
English
From
$97
No similar experiences found
Musement
Portland Urban Wine Tasting Tour in Pearl and Slabtown
Wander through 2 trendy Portland neighbourhoods, while tasting a variety of Oregon wines paired with local bites, in historic wineries.
3 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$129
No similar experiences found
Viator
Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early 19th century in Portland Harbor are always captivating. They are imposing reminders of days not too far gone when the defense of our coastline required their presence. Despite their prominence, the forts are not easy to access for a variety of reasons, and most locals and visitors have never been to Fort Scammel, the only fort in the Harbor to see active combat. Fortunately, the owners of Fort Scammel have partnered with us to offer private tours of this incredible historic site. This is an experience NOT TO BE MISSED! Along the way, we’ll cruise past some of the other great sights in the bay, including the iconic lighthouses. GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible! Our Fort Tour on a Private Island has a 4 PERSON MINIMUM to operate.
4.8(66)
2 hours
Portland, United States
Free cancellation
English
From
$119
No similar experiences found
Musement
Mount Hood Loop Hike With Lunch
Admire waterfalls of the Columbia River Gorge, local farms and orchards at the Hood River Fruit Loop. Enjoy a guided hike around Mount Hood.
10 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$250
No similar experiences found
Viator
Portland's Best Craft Beverages Bus Tour
Most recognize Portland, Maine for its vast selection of local craft breweries. And while we retain the title for ‘most breweries per capita,’ we’re experiencing profound growth in our craft beverage scene including a range of spirits and locally produced wine. Neighborhoods like Portland’s East Bayside are brimming with craft beverage options to suit any taste, from Three of Strong’s small batch, organic rum to wines from Blue Lobster Urban Winery which are blended with Maine wild blueberries and apples from local orchards. The third stop of the tour concludes at the Portland Beer Hub, the home of Maine Brews Cruise, and a blend of beer bar and retail space in the bustling heart of Portland’s Old Port. As a bonus, all guests snag a 10% discount on additional draft and to-go purchases at the Portland Beer Hub. Please note that tour stops may change without notice due to events and the availability of staff at each venue.
4.9(37)
2 hr 30 min
Portland, United States
Free cancellation
English
From
$119
No similar experiences found

Musement

Downtown Portland Coffee and Donut Tour

Portland, United States

Free cancellation
Instant confirmation

From

$59

Viator

Old Port Culinary Walking Tour from Portland

4.8(430)

2 hours - 3 hours

Portland, United States

Free cancellation
Likely to sell out

From

$160

Musement

Oregon wine tasting tour

6 hr 30 min

Portland, United States

Free cancellation
Instant confirmation

From

$182

Viator

Small Group Sunset Lighthouse Boat Cruise With Local Drinks

4.6(97)

1 hr 30 min

Portland, United States

Free cancellation

From

$97

Musement

Portland Urban Wine Tasting Tour in Pearl and Slabtown

3 hours

Portland, United States

Free cancellation
Instant confirmation

From

$129

Viator

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

4.8(66)

2 hours

Portland, United States

Free cancellation

From

$119

Musement

Mount Hood Loop Hike With Lunch

10 hours

Portland, United States

Free cancellation
Instant confirmation

From

$250

Viator

Portland's Best Craft Beverages Bus Tour

4.9(37)

2 hr 30 min

Portland, United States

Free cancellation

From

$119

Boat & water experiences in Portland

River cruises, sailing, sunset boats, harbour tours

See all

Musement
Lunch cruise on the Willamette river
Taste delicious Northwest cuisine and beautiful river views on this cruise on the Willamette River.
2 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$87
No similar experiences found
Viator
Harbor Lights and Sights Cruise
Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many as 4 lighthouses that guide mariners into Portland Harbor.
4.8(721)
1 hr 45 min
Portland, United States
Free cancellation
English
From
$57
No similar experiences found
Musement
Portland Bigfoot high-speed boat adventure
Discover the legend of Bigfoot around on the Columbia Rivers on the Explorer high-speed boat.
3 hr 30 min
Portland, United States
Free cancellation
Instant confirmation
English
From
$90
No similar experiences found
Viator
Port City Lights Cruise
A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lighthouses, forts, lobster boats, seals, and seabirds. As many as four lighthouses can be seen including a close up view of Portland Head Light, Maine’s oldest and most photographed lighthouse.
4.8(261)
1 hour
Portland, United States
Free cancellation
Likely to sell out
English
From
$39
No similar experiences found
Musement
Dinner cruise on Willamette river
Relax on a 2.5-hour sunset dinner cruise on the Willamette River, enhanced by dazzling city sights and lights.
2 hr 30 min
Portland, United States
Free cancellation
Instant confirmation
English
From
$127
No similar experiences found
Viator
Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.
4.6(236)
2 hours
Portland, United States
Free cancellation
English
From
$101
No similar experiences found
Viator
Sunset Windjammer Cruise Along the Coast of Portland Maine
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites). All ages are welcome, whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.
4.7(158)
2 hours
Portland, United States
Free cancellation
From
$77
No similar experiences found
Viator
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 your favorite wine or beer, and sit back and relax as you slip through the tranquil waters of Casco Bay. All ages are welcome! Whether you are nine years old or 99, cruising aboard Ruth is a unique adventure, a 39’ long classic, picnic style tour boat built in 1935 at Handy Boat in Falmouth, Maine.
4.8(59)
1 hr 30 min
Portland, United States
Free cancellation
English
From
$59
No similar experiences found

Musement

Lunch cruise on the Willamette river

2 hours

Portland, United States

Free cancellation
Instant confirmation

From

$87

Viator

Harbor Lights and Sights Cruise

4.8(721)

1 hr 45 min

Portland, United States

Free cancellation

From

$57

Musement

Portland Bigfoot high-speed boat adventure

3 hr 30 min

Portland, United States

Free cancellation
Instant confirmation

From

$90

Viator

Port City Lights Cruise

4.8(261)

1 hour

Portland, United States

Free cancellation
Likely to sell out

From

$39

Musement

Dinner cruise on Willamette river

2 hr 30 min

Portland, United States

Free cancellation
Instant confirmation

From

$127

Viator

Portland Tall Ship Cruise on Casco Bay

4.6(236)

2 hours

Portland, United States

Free cancellation

From

$101

Viator

Sunset Windjammer Cruise Along the Coast of Portland Maine

4.7(158)

2 hours

Portland, United States

Free cancellation

From

$77

Viator

Morning Lighthouse Cruise Along the Coast of Portland Maine

4.8(59)

1 hr 30 min

Portland, United States

Free cancellation

From

$59

Cultural & historical in Portland

Museums, ruins, art collections, religious sites with expert guides

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Viator
Portland City and Lighthouse Tour
The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most famous sights on the Portland peninsula. Towards the end of the tour, we make a 20-30 minute stop out at Portland Head Light in Cape Elizabeth.
4.8(1133)
1 hr 45 min
Portland, United States
Free cancellation
English
From
$54
No similar experiences found
Musement
Portland city and Gorge waterfalls tour
Explore the Gorge Waterfalls on the Portland city and Gorge waterfalls tour. Book now on Musement!
8 hr 30 min
Portland, United States
Free cancellation
Instant confirmation
English
From
$165
No similar experiences found
Viator
Vintage Fire Truck Sightseeing Tour of Portland Maine
This 50-minute sightseeing tour is a fun and unique way to discover Portland, Maine. Board a Vintage Fire Engine and travel back in time as your knowledgeable guide helps relive Portland’s colorful history from a local’s perspective. See lighthouses, Civil War forts, city parks and buildings, interesting stories and a multimedia experience packed with historic images of Maine. This is one family-friendly tour you should not miss out on!
4.8(867)
50 minutes
Portland, United States
Free cancellation
English
From
$45
No similar experiences found
Musement
Mount Hood Scenic Loop self-guided driving audio tour
Download the Action Tour Guide app for a self-guided 4x4 tour of Mount Hood Scenic Loop. Discover cascading waterfalls, panoramic viewpoints and historic sites.
2 hours - 3 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$17
No similar experiences found
Viator
Sunset Lighthouse Cruise
This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the bay at dusk. Enjoy evening breezes and city lights on this fully narrated tour of Casco Bay. A great way to end a hectic day or begin a romantic evening!
4.8(193)
1 hr 45 min
Portland, United States
Free cancellation
English
From
$69
No similar experiences found
Musement
Discover Portland half-day small-group city tour
Explore the "Central City", making stops at Pittock Mansion, the International Rose Test Gardens, and the Portland Aerial Tram.
3 hours
Portland, United States
Free cancellation
Instant confirmation
From
$75
No similar experiences found
Viator
Walk With Ghosts in Portland
The most immersive way to see Historic Portland is on foot. Our 1 hour 15 minute walking tour takes you down the cobblestone pathways of our historic city in search of spirits that linger from times long past. Our knowledgeable guides will enchant you with tales of Portland’s most renown ghosts as well as the area's vast and rich history. You’ll hear fascinating and spooky tales from the first European settlement in 1632 right up to the present day. Discover the many times Portland has fallen and risen anew, and hear about the restless spirits who remain, unable or unwilling to move on. Follow our guides as they lead you by lantern-light sharing the ghost stories, legends, and folklore of this beautiful city.
4.6(75)
1 hr 15 min
Portland, United States
Free cancellation
English
From
$33
No similar experiences found
Viator
Small Group Afternoon Lighthouse Boat Cruise With Local Drinks
Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one of a kind sightseeing cruise. It is the perfect way to see the lighthouses, historic stone forts, and rocky islands that make Casco Bay a world-renowned destination. Relax with a drink as you take in the scenery! GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!
4.7(55)
1 hr 30 min
Portland, United States
Free cancellation
English
From
$87
No similar experiences found

Viator

Portland City and Lighthouse Tour

4.8(1133)

1 hr 45 min

Portland, United States

Free cancellation

From

$54

Musement

Portland city and Gorge waterfalls tour

8 hr 30 min

Portland, United States

Free cancellation
Instant confirmation

From

$165

Viator

Vintage Fire Truck Sightseeing Tour of Portland Maine

4.8(867)

50 minutes

Portland, United States

Free cancellation

From

$45

Musement

Mount Hood Scenic Loop self-guided driving audio tour

2 hours - 3 hours

Portland, United States

Free cancellation
Instant confirmation

From

$17

Viator

Sunset Lighthouse Cruise

4.8(193)

1 hr 45 min

Portland, United States

Free cancellation

From

$69

Musement

Discover Portland half-day small-group city tour

3 hours

Portland, United States

Free cancellation
Instant confirmation

From

$75

Viator

Walk With Ghosts in Portland

4.6(75)

1 hr 15 min

Portland, United States

Free cancellation

From

$33

Viator

Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

4.7(55)

1 hr 30 min

Portland, United States

Free cancellation

From

$87

Outdoor & adventure in Portland

Bike tours, e-bikes, kayaking, rafting, anything outside

See all

Musement
Mt. St. Helens adventure tour from Portland
Visit Mt. St. Helens with an expert guide on this day tour from Portland.
5.0(1)
12 hours
Portland, United States
Free cancellation
Instant confirmation
From
$295
No similar experiences found
Viator
Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll
Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine coast, lighthouses, and Portland’s history. Groups will generally see only 4 lighthouses (Bug Light, Spring Point, Portland Head Light, and Ram Island Ledge). Lunch will be provided by the award-winning "Bite into Maine" Food Truck
4.8(151)
5 hours
Portland, United States
Free cancellation
Likely to sell out
English
From
$165
No similar experiences found
Musement
Explore Columbia River Gorge half-day small-group tour
Explore the Columbia River Gorge with an expert guide.
3 hours
Portland, United States
Free cancellation
Instant confirmation
From
$85
No similar experiences found
Viator
Lighthouse Bicycle Tour from South Portland with 4 Lighthouses
Our 3-Hour tour leaves at 11:00 am and follows the scenic South Portland Greenbelt Pathway to three local lighthouses. The first stop on the tour will be Portland Breakwater Light, also known as "Bug Light" and then the tour will continue to Spring Point Ledge Light, located near historic Fort Preble. Next, the tour will pass by Willard Beach before arriving at the final stop, the famous Portland Head Light located at Fort Williams Park in Cape Elizabeth. It is recommended that patrons bring a lunch or we can assist in purchasing lunch from a local food truck that serves Lobster Rolls.
4.9(114)
3 hours
Portland, United States
Free cancellation
English
From
$115
No similar experiences found
Musement
Columbia Gorge Waterfalls Botanical Discovery Hike
Hike through lush landscapes to the Columbia River Gorge, learn about medicinal and culinary flora and fauna from an expert naturalist guide.
3 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$125
No similar experiences found
Viator
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 the seas often become glassy and calm. This trip involves a leisurely paddle just far enough along the waterfront or into the islands to enjoy a panoramic view of the sun setting over the city as we paddle back to the East End Beach. This two-hour tour is designed for paddlers of all experience levels -- including first-time kayakers. The exact route you take will depend on the weather conditions and the group's interests and experience, but the Sunset Tour often starts out venturing into the waterfront of Portland harbor, and then into the open waters towards the islands of Casco Bay. We will cancel this tour if there is steady rain, strong winds or other conditions that we believe will prevent guests from having a great paddling experience. However, we will run our tours when there are light showers, overcast skies or cooler than average temperatures.
4.8(104)
2 hours
Portland, United States
Free cancellation
Likely to sell out
From
$60
No similar experiences found
Musement
Rafting at the Columbia Gorge With Brewery and Lunch
Experience the thrill of whitewater rafting on the White Salmon River, admire the waterfalls of the Columbia River Gorge, and taste a delicious lunch.
8 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$295
No similar experiences found
Viator
Casco Bay Half-Day Sea Kayak Tour
Explore the beautiful islands of Casco Bay in this four-hour sea kayak tour. After a brief lesson on the basics of sea kayaking, you'll set out with a licensed Maine Guide. The small group will island-hop through the bay, looking out for seals and seabirds and enjoying the views of lighthouses, 19th-century forts and other fascinating landmarks. We’ll stop at an island for a break and a snack provided by Portland Paddle. This is a great tour for anyone who wants to get a taste of sea kayaking in the rugged islands of the Maine coast. Our most popular trip!
4.9(58)
4 hours
Portland, United States
Free cancellation
From
$85
No similar experiences found

Musement

Mt. St. Helens adventure tour from Portland

5.0(1)

12 hours

Portland, United States

Free cancellation
Instant confirmation

From

$295

Viator

Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll

4.8(151)

5 hours

Portland, United States

Free cancellation
Likely to sell out

From

$165

Musement

Explore Columbia River Gorge half-day small-group tour

3 hours

Portland, United States

Free cancellation
Instant confirmation

From

$85

Viator

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

4.9(114)

3 hours

Portland, United States

Free cancellation

From

$115

Musement

Columbia Gorge Waterfalls Botanical Discovery Hike

3 hours

Portland, United States

Free cancellation
Instant confirmation

From

$125

Viator

Sunset Sea Kayak Tour on Casco Bay

4.8(104)

2 hours

Portland, United States

Free cancellation
Likely to sell out

From

$60

Musement

Rafting at the Columbia Gorge With Brewery and Lunch

8 hours

Portland, United States

Free cancellation
Instant confirmation

From

$295

Viator

Casco Bay Half-Day Sea Kayak Tour

4.9(58)

4 hours

Portland, United States

Free cancellation

From

$85

Day trips & excursions in Portland

Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it

See all

Musement
Columbia Gorge tour from Portland
On this tour, you will get intimate with The Gorge through hiking, wine tasting, and a visit to the Columbia Gorge Discovery Center & Museum.
Portland, United States
Free cancellation
Instant confirmation
From
$160
No similar experiences found
Viator
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 the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites). All ages are welcome, whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. See Fort Gorges, Bug Light Park, and the beautiful Portland coastline. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.
5.0(21)
2 hours
Portland, United States
Free cancellation
English
From
$61
No similar experiences found
Musement
Portland bike and local food carts tour
Ride your bike and learn the story of Portland's famous food carts and sample some of the best bites the city has to offer.
3 hr 30 min
Portland, United States
Free cancellation
Instant confirmation
English
From
$81
No similar experiences found
Viator
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by the waterfront. Visit bustling neighborhoods like Old Port and the Art District, stop at shops and restaurants whenever you please, and breathe in the coastal air. Then take a drive out to the east and west promenades, before swinging down to the famous Portland Head Light lighthouse. It’s the most comprehensive way to experience this unique, quirky city! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
4.0(8)
3 hours - 5 hours
Portland, United States
Free cancellation
Private tour
English
From
$25
No similar experiences found
Musement
Downtown Portland food tour with five tastings
Embark on a flavorful journey through Downtown Portland. Enjoy five tastings, a mystery dish, and learn about the city's gastronomic history.
3 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$113
No similar experiences found
Viator
Private Portland to Cape Ann, MA Castles & Coast
Discover coastal New England on this private day tour from Portland, Maine to Massachusetts’ North Shore and Cape Ann. This thoughtfully curated experience blends grand seaside estates, medieval-style architecture, colonial history, and authentic harbor towns into one unforgettable journey. Admission is included to the breathtaking Crane Estate at Castle Hill in Ipswich, where sweeping lawns lead to panoramic Atlantic views. A favorite filming location for major Hollywood productions, its dramatic setting feels timeless and cinematic. You’ll also enjoy a guided tour inside Hammond Castle, a stunning 1920s seaside castle overlooking the ocean. Explore historic Ipswich, one of America’s oldest towns, and visit Gloucester’s iconic Fisherman’s Memorial while strolling its working harbor. With private transportation and relaxed pacing, this tour offers an elegant and memorable way to experience the beauty, history, and charm of coastal Massachusetts in a single day.
5.0(3)
8 hours - 10 hours
Portland, United States
Free cancellation
Private tour
English
From
$350
No similar experiences found
Musement
Mt. Hood Waterfall tour with lunch and wine tasting
On this tour, you'll enjoy a visit to Timberline Lodge on Mt. Hood, wine tasting, and a stop at Multnomah Falls, the tallest waterfall in Oregon.
8 hours
Portland, United States
Free cancellation
Instant confirmation
From
$155
No similar experiences found
Musement
Portland Food Carts, Pods & Patios Tour
Visit local food carts, enjoy Portland patios on the up-and-coming Eastside, and eat a diverse selection of tasty food on this 3-hour tour.
3 hours
Portland, United States
Free cancellation
Instant confirmation
English
From
$95
No similar experiences found

Musement

Columbia Gorge tour from Portland

Portland, United States

Free cancellation
Instant confirmation

From

$160

Viator

Casco Bay Morning Windjammer Sail

5.0(21)

2 hours

Portland, United States

Free cancellation

From

$61

Musement

Portland bike and local food carts tour

3 hr 30 min

Portland, United States

Free cancellation
Instant confirmation

From

$81

Viator

Portland Maine Self-Guided Driving & Walking Audio Tour Bundle

4.0(8)

3 hours - 5 hours

Portland, United States

Free cancellation
Private tour

From

$25

Musement

Downtown Portland food tour with five tastings

3 hours

Portland, United States

Free cancellation
Instant confirmation

From

$113

Viator

Private Portland to Cape Ann, MA Castles & Coast

5.0(3)

8 hours - 10 hours

Portland, United States

Free cancellation
Private tour

From

$350

Musement

Mt. Hood Waterfall tour with lunch and wine tasting

8 hours

Portland, United States

Free cancellation
Instant confirmation

From

$155

Musement

Portland Food Carts, Pods & Patios Tour

3 hours

Portland, United States

Free cancellation
Instant confirmation

From

$95

Transportation & transfers in Portland

Airport pickups, point-to-point transfers, and city transport

See all

Viator
6 Hours Private Lighthouses and Kennebunkport Tour in Portland
All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always be customized to your interests. This particular tour will show you all the main sites of Portland proper and then all of the South Portland lighthouses, including admission to the Portland Headlight at Fort Williams Park. After Portland, you will head on down the highway to Kennebunkport to visit this popular coastal village that former President George W. Bush and family called their summer home. We have a standard routing but being a private tour, we can tailor your experience to you interests.
4.7(20)
6 hours
Portland, United States
Private tour
English
From
$735
No similar experiences found
Viator
Private Portland Head Light & Midcoast Explorer
Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. Your journey begins at Portland Head Light, one of the most photographed lighthouses in the United States, where dramatic rocky cliffs and sweeping Atlantic views create unforgettable photo opportunities. From there, travel along Maine’s scenic coastline to the picturesque harbor village of Boothbay Harbor. Walk across the historic Footbridge, built in 1901, and enjoy views of working lobster boats, quiet marinas, and classic New England waterfront scenery. Guests also have the option to enjoy lunch along the harbor at a unique restaurant built from a historic tugboat. With a knowledgeable local guide sharing stories and insights throughout the journey, this private coastal Maine tour offers the perfect blend of history, scenery, and authentic coastal charm.
4.5(14)
6 hours - 8 hours
Portland, United States
Free cancellation
Private tour
English
From
$350
No similar experiences found
Viator
Large Group Private Wooden Boat Sightseeing & Lighthouse Charter
100% Private Charter for Groups up to 15 — Flat Rate Pricing This exclusive 2-hour boat tour is designed for private groups seeking an authentic, intimate experience on Casco Bay. Unlike crowded public cruises, your group of up to 15 guests will enjoy the full comfort and charm of one of our classic wooden vessels—all to yourselves. Cruise past iconic lighthouses, historic granite forts, and stunning stretches of Maine’s coastline, with opportunities to spot harbor seals, seabirds, and other local wildlife along the way. Whether you’re celebrating a special occasion or simply gathering with friends, this charter offers a personalized, relaxed way to experience the best of coastal Maine. Feel free to bring your own food—we provide all the glassware, plates, and utensils you’ll need. Local craft beer, wine, and other beverages are also available for purchase onboard. Due to our liquor license, we do NOT permit outside alcoholic beverages on board.
4.8(5)
2 hours
Portland, United States
Free cancellation
Private tour
Likely to sell out
English
From
$850
No similar experiences found
Viator
Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse
This is a fully private Southern Maine coastal experience designed exclusively for your party (2–5 guests). No bus groups. No shared travelers — just your group, your pace, and a relaxed day along Maine’s scenic shoreline. Visit historic York’s colonial landmarks, walk through the Old Burying Ground, and enjoy views from John Hancock Wharf before stopping at Cape Neddick Light, one of New England’s most photographed lighthouses. Continue to Ogunquit for time at Perkins Cove, with the option for a short scenic stroll along the Marginal Way overlooking the Atlantic. In Kennebunkport, enjoy unhurried time in Dock Square to browse shops, walk the harbor, and dine at a local restaurant of your choice. A scenic stop at The Colony Hotel adds classic New England charm and sweeping coastal views. Because this tour is private, the experience remains flexible and comfortable, allowing you to explore at your own pace and focus on the scenery and stories that interest you most.
5.0(3)
6 hours - 8 hours
Portland, United States
Free cancellation
Private tour
English
From
$300
No similar experiences found
Viator
Private Portland Lighthouses and Kennebunkport Tour - 12 Pax
All our tours take place in a comfortable vehicle with a local driver-guide and can be tailored to your pace. This private tour is done in our larger passenger van that can take up to 12 passengers. We’re happy to customize the experience to match your interests. This particular tour covers all the major sights in Portland, followed by a visit to the South Portland lighthouses, including admission to Fort Williams Park to see the Portland Headlight. After exploring Portland, you'll journey down the highway to Kennebunkport, a charming coastal village that served as the summer retreat for former President George W. Bush and his family. While we have a standard route, as a private tour, we can personalize the itinerary to suit your preferences.
5.0(3)
6 hours
Portland, United States
Private tour
English
From
$1,508
No similar experiences found
Viator
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, a family-run small business charter sailboat, with a coast-guard certified captain, allows you to cruise through Casco Bay, enjoying views of iconic landmarks like Portland Head Light. With options to swim in secluded spots or simply relax, every charter is tailored to your group's preferences. Enjoy light refreshments and the chance to take the helm or trim the sails, making for an unforgettable day on the water.
5.0(1)
4 hours
Portland, United States
Free cancellation
Private tour
New
English
From
$475
No similar experiences found
Viator
Private EBike Tour Portland Maine
Some cities are best seen from a car window. Portland, Maine is not one of them. On this fully private e-bike tour, it's just your group, a local guide, and five hours of spectacular coastal scenery — with a Maine lobster roll along the way. Ride through the Old Port's cobblestone waterfront and fishing piers. Climb to Fort Allen Park for sweeping Casco Bay views. Cruise the Eastern Promenade before crossing to South Portland to walk the breakwater to Bug Light, designed by the architect of the U.S. Capitol dome. Continue to Spring Point Ledge — the only lighthouse of its kind you can reach on foot — then Portland Head Light, commissioned by George Washington in 1791. Finish on the Western Promenade, a hidden hilltop park with views to the White Mountains that most visitors never find. Lunch is a fresh Maine lobster roll at a waterfront spot worthy of the occasion. No strangers, no set pace — just your group and the best of coastal Maine.
5 hours
Portland, United States
Free cancellation
Private tour
New
English
From
$349
No similar experiences found
Viator
Private Transfer from Portland Port to Portland Jetport (PWM)
Book your Private Transfer from Portland Cruise Port to Portland International Jetport (PWM). Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to door airport/port transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Our transfers will provide you with such services: meeting with a name plate, door-to-door delivery, no hidden fees, clean cars and professional drivers, which will make your trip more comfortable and safe. We guarantee the quality of the services provided.
20 minutes
Portland, United States
Free cancellation
Private tour
From
$134
No similar experiences found

Viator

6 Hours Private Lighthouses and Kennebunkport Tour in Portland

4.7(20)

6 hours

Portland, United States

Private tour

From

$735

Viator

Private Portland Head Light & Midcoast Explorer

4.5(14)

6 hours - 8 hours

Portland, United States

Free cancellation
Private tour

From

$350

Viator

Large Group Private Wooden Boat Sightseeing & Lighthouse Charter

4.8(5)

2 hours

Portland, United States

Free cancellation
Private tour
Likely to sell out

From

$850

Viator

Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse

5.0(3)

6 hours - 8 hours

Portland, United States

Free cancellation
Private tour

From

$300

Viator

Private Portland Lighthouses and Kennebunkport Tour - 12 Pax

5.0(3)

6 hours

Portland, United States

Private tour

From

$1,508

Viator

Private Half Day Sailing Charter in Portland Maine

5.0(1)

4 hours

Portland, United States

Free cancellation
Private tour
New

From

$475

Viator

Private EBike Tour Portland Maine

5 hours

Portland, United States

Free cancellation
Private tour
New

From

$349

Viator

Private Transfer from Portland Port to Portland Jetport (PWM)

20 minutes

Portland, United States

Free cancellation
Private tour

From

$134

Private & luxury experiences in Portland

Private guides, VIP access, after-hours tours, premium small-group

See all

Viator
Private Sightseeing Charter on a Vintage Lobster Boat with Drinks
100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we cruise through the islands of Casco Bay, passing four iconic lighthouses, historic 19th-century forts, and the stunning Maine coastline. Charters depart from Portland’s Old Port and are perfect for families and small groups. Each charter is completely private for up to 6 guests, and all ages are welcome! First round of drinks included – Enjoy a local Portland, Maine beer or a glass of wine as you take in the breathtaking views!
4.8(65)
2 hours
Portland, United States
Free cancellation
Private tour
Likely to sell out
English
From
$380
No similar experiences found
Viator
Ultimate Portland Self-Guided Driving GPS Audio Tour
Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, all complemented by the sparkling bay. Dive into the city’s long and embattled history at a church still sporting British cannonballs. See iconic Maine lighthouses and visit pristine beaches. Portland may be a small city, but it packs a big punch! Purchase one tour per car, not per person. Everyone listens together! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
4.0(59)
1 hour - 2 hours
Portland, United States
Free cancellation
Private tour
English
From
$17
No similar experiences found
Viator
Audio Guided Walking Tour from Old Port of Portland, Maine
On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stories. Go at your own pace, anytime. The tour never expires. The tour is professionally produced with pro narration and music. It's location-aware walking step by step through the city. You’ll see the cobblestones streets, wharf street, Henry Wadsworth Longfellow’s home, stops on the underground railroad, city hall, exchange street, the lobster square, historic buildings, and the best spots to eat, including the best donut shop ever. Really, it’s that good. You'll hear the stories of Portland, Anna Kendrick’s favorite hangs, Longfellow’s history, stories of lighthouses, adventure, prohibition, bootleggers, the underground railroad, Japanese mailboxes, the revolution, colonial times, and much more.
4.3(55)
1 hour - 1 hr 30 min
Portland, United States
Free cancellation
Private tour
English
From
$8
No similar experiences found
Viator
Private Sunset Charter on a Vintage Lobster Boat with Drinks
Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter, ending with a breathtaking Maine sunset. We’ll navigate through the islands of Casco Bay, passing by Portland’s most iconic coastal sights, including historic 19th-century forts, lighthouses, and the stunning Maine coastline. This experience is perfect for families and small groups, offering a completely private and personalized tour just for you. First round of alcoholic drinks included – Enjoy a local Portland, Maine beer or a glass of wine as you take in the view!
5.0(41)
2 hours
Portland, United States
Free cancellation
Private tour
Likely to sell out
English
From
$407
No similar experiences found
Viator
Private Portland to Acadia & Bar Harbor Experience
Experience the beauty, history, and charm of coastal Maine on this full-day adventure from Portland. Plan for 10–12 hours, with about three hours of travel each way. Scenic and photo stops break up the drive, but the main focus is exploring the Acadia area and Bar Harbor. We’ll begin with a journey into one of Maine’s most scenic regions, known for rugged shorelines, crashing waves, sweeping overlooks, panoramic summits, and crystal-clear lakes. Next, enjoy two hours in Bar Harbor—savor fresh seafood or a lobster roll, browse shops and galleries, grab ice cream, or stroll the waterfront and take in the views. We’ll also visit the Fort Knox–Narrows Bridge Overlook for striking views of its soaring towers and the Penobscot River, then make a final stop in Bangor for a photo of Stephen King’s home—famous for its deep red Victorian style and eerie wrought-iron gates. By day’s end, you’ll have experienced a rich mix of coastal beauty, history, and pop-culture highlights.
4.9(32)
6 hours - 8 hours
Portland, United States
Free cancellation
Private tour
English
From
$400
No similar experiences found
Viator
Sunset & Scenic Private Boat Tour of Portland & Casco Bay
Private Casco Bay Cruise – Up to 5 Guests Experience the beauty of Maine’s coast on a private 2-hour tour through the scenic Casco Bay islands. This intimate charter is perfect for small groups looking to explore hidden coves, spot local wildlife, and soak in the iconic charm of the Maine coastline. Departures daily at 10 AM, 4 PM, and our most popular sunset cruise at 6:30 PM.
5.0(19)
2 hours
Portland, United States
Free cancellation
Private tour
English
From
$650
No similar experiences found
Viator
Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks
Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best coastal sights in the Portland area. It doesn’t get any more “New England” than this! This private charter is a flat rate for up to 6 guests—all ages welcome! Step aboard MONHEGAN, our sturdy lobster boat, equipped with rollable side canvas for comfort even if the autumn air is crisp. Cozy up with the blankets we provide and enjoy an authentic New England experience. To make your tour even more special, we’re including a round of drinks—choose from locally brewed Portland, Maine beer or a glass of wine as you soak in the breathtaking scenery.
4.6(11)
2 hours
Portland, United States
Free cancellation
Private tour
English
From
$380
No similar experiences found
Viator
Portland Maine Self-Guided Walking Audio Tour
Explore the charm, history, and vibrant culture of Portland, Maine with this self-guided walking tour! Immerse yourself in the sights and sounds of this picturesque coastal city as you traverse the cobblestone streets of Old Port and downtown. Learn about the city’s long, embattled history as you pass the myriad of shops, bars, and eateries which have put it on the map. And discover secrets only locals know! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
4.5(11)
1 hour - 2 hours
Portland, United States
Free cancellation
Private tour
English
From
$13
No similar experiences found

Viator

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

4.8(65)

2 hours

Portland, United States

Free cancellation
Private tour
Likely to sell out

From

$380

Viator

Ultimate Portland Self-Guided Driving GPS Audio Tour

4.0(59)

1 hour - 2 hours

Portland, United States

Free cancellation
Private tour

From

$17

Viator

Audio Guided Walking Tour from Old Port of Portland, Maine

4.3(55)

1 hour - 1 hr 30 min

Portland, United States

Free cancellation
Private tour

From

Viator

Private Sunset Charter on a Vintage Lobster Boat with Drinks

5.0(41)

2 hours

Portland, United States

Free cancellation
Private tour
Likely to sell out

From

$407

Viator

Private Portland to Acadia & Bar Harbor Experience

4.9(32)

6 hours - 8 hours

Portland, United States

Free cancellation
Private tour

From

$400

Viator

Sunset & Scenic Private Boat Tour of Portland & Casco Bay

5.0(19)

2 hours

Portland, United States

Free cancellation
Private tour

From

$650

Viator

Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks

4.6(11)

2 hours

Portland, United States

Free cancellation
Private tour

From

$380

Viator

Portland Maine Self-Guided Walking Audio Tour

4.5(11)

1 hour - 2 hours

Portland, United States

Free cancellation
Private tour

From

$13

Portland tour FAQs

Common questions about booking Portland experiences through SimilarTours

What's the best time to book a private boat tour in Portland?

Summer and early fall offer the calmest seas and longest daylight hours for sunset cruises. If you're flexible, shoulder seasons (May-June and September) mean fewer boats on the water and easier last-minute bookings. Check before you go on weather windows - coastal Maine can surprise you.

How far ahead should I book?

Private charters fill up faster than group tours, especially for sunset slots and weekend dates. Booking 2-3 weeks ahead gives you the pick of boats and times; popular captains may need more notice in peak season.

Is a private boat tour worth the cost versus a group ferry?

If you want flexibility (stopping longer at lighthouses, adjusting the route, no loudspeaker narration), a private charter pays for itself in comfort and control. You're also splitting costs among your group, which often comes out reasonable for 4-6 people.

What should I bring and wear?

Bring a jacket - even summer water stays cold, and spray happens. Sunscreen, a hat, and non-slip shoes are essentials. Check before you go on what the captain recommends for your specific tour length.

Can kids go on these private boat tours?

Yes - most private charters welcome families, though sea conditions matter. Shorter 2-hour morning charters tend to be calmer than sunset cruises if your kids are prone to motion sickness. Ask the captain about age minimums and life jacket availability.

Do I need sailing experience or can I just show up?

You don't need any experience - the captain handles everything. You're there to relax, photograph lighthouses, and enjoy the coast. On some schooners you can help trim sails if you want; most people just watch.

How do I get around Portland without a car?

Most private boat tours pick up downtown or at the Old Port waterfront, so you can walk or use rideshare to the dock. Portland's compact enough that you won't need a rental for exploring town, though a car helps if you're combining this with a Kennebunkport or coastal excursion.