Portland Harbor - I Love Caribbean

Portland Harbor


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.


Multnomah Falls and Columbia River Gorge Waterfalls Tour Morning


Visit the top attractions near the Portland, Oregon area on this guided, half-day tour. Spend an afternoon taking in some amazing views of  Multnomah Falls and the Columbia River Gorge Waterfalls. Start along the Historic Columbia River Highway Scenic Byway. Some of the viewpoints in the area may include Portland Women Forum, Crown Point Vista House, Latourell Falls, Bridal Veil Falls, and Multnomah Falls. Bring a camera to capture the indescribable views.


Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland


Visit the top attractions near the Portland, Oregon area on this guided, half-day tour. Spend an afternoon taking in some amazing views of  Multnomah Falls and the Columbia River Gorge Waterfalls. Start along the Historic Columbia River Highway Scenic Byway. Some of the stops in the area may include Portland Women's Forum, Crown Point Vista House, Latourell Falls, Bridal Veil Falls, and Multnomah Falls. Bring a camera to capture the indescribable views.


Maine Whale Watching Tour in Portland


Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set sail from the historic harbor, where you'll board a comfortable vessel equipped for a thrilling marine adventure. As we cruise along the rugged coastline, keep your eyes peeled for the majestic giants of the sea – humpback whales, fin whales, and minke whales are frequently spotted in these waters. Our experienced naturalist guides will be with you every step of the way, providing fascinating insights into the behavior and biology of these incredible creatures. The tour also offers the opportunity to observe a variety of other marine life, including seals, porpoises, and a wide range of seabirds. Don't forget to bring your camera, as you'll want to capture these unforgettable moments.


Discover Portland Half-Day Small-Group City Tour


On this 3-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test Gardens. At Pittock Mansion, you'll get pictures of the best views of the city, and Mt. Hood if it's a clear day. You'll have plenty of time to smell the roses at the Rose City's most famous garden. Your expert guide will provide background on the sites and city history, while navigating through city traffic, so you don't have to. You'll meander through all of the major neighborhoods of inner Portland on both sides of the river while gaining views of 14 of Bridgetown's 29 notable bridges. Your guide will return you to your departure location at the end of the tour. *All participants must be 3 years of age or older.*


Sunset Lighthouse Harbor Cruise from Portland's Old Port


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!


Portland Afternoon City Tour


More than just a basic Portland city tour, our half-day Portland City Tour will reveal the laid-back small city feel of this fun and thriving downtown. You will experience the best Portland sites including the International Rose Garden (seasonally), the World Forestry Museum (seasonally), the Oregon Society of Artists (seasonally), Pioneer Courthouse Square, NW 23rd (the best shopping area in Portland), the Pearl District, the South Park Blocks, and Lan Su Chinese Garden. Today Portland is known as one of the world’s most environmentally conscious cities: a hub for farm-to-table eateries, alternative lifestyles, a large community of cyclists, and high walkability. Let our informative and entertaining Tour Guides show you the best the City of Portland has to offer.


Seven Portland Lighthouses Tour


As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and Ram Island Ledge Light before stopping at Maine’s oldest and most iconic lighthouse, Portland Headlight. This historic beacon, with its striking architecture and stark coastal backdrop, is a sight to behold from the perspective of the Atlantic Ocean as seafarers have done for more than 200 years. After photos and information about this iconic lighthouse, we continue the ride along the rocky shores of Cape Elizabeth to Two Lights State Park, whose twin lighthouses perch atop dramatic cliffs. Our best chance for wildlife comes during the next leg of the ride as we cruise open waters to Halfway Rock Lighthouse, a true maritime relic. Standing proudly on a remote ledge in the open ocean, it has guided mariners through thick fog and turbulent waters for over a century. Seals are often found hanging on the rocks and feeding in the nutrient-rich waters.


Sunset Sea Kayak Tour of 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.


Oregon Coast Day Trip: Cannon Beach and Haystack Rock


Spend a day along Oregon’s gorgeous coastline, filled with dramatic headlands, beaches and historical lighthouses on this tour from Portland. Walk on the beach in the quaint town of Manzanita, explore Short Sands Beach, enjoy spectacular views from Neahkahnie Point,  and explore Cannon Beach, where you’ll explore tide pools at Haystack Rock and enjoy free time to peruse shops and art galleries.


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 to download the separate Audio Tour Guide App by Action, enter your unique password, and access your tour. These steps require good internet/Wi-Fi access. From there, follow the audio instructions and the route. Buy once, use for one year! Ideal for extended visits and return trips over the next 12 months. This isn't an entrance ticket. Check opening hours before your visit.


Scenic Lighthouse Boat Cruise from Portland's Old Port


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!


Private Arrival Transfer from Portland Airport PDX


Skip the stress and confusion of finding a taxi upon arrival at the Portland International Airport. Instead, book this private airport transfer service and enjoy convenient, reliable, comfortable private transportation from the airport to your hotel in downtown Portland, Beaverton, Lake Oswago or Tigard.


Mt Hood, Waterfalls, and Wine Tour with Tasting Fees Included


Visit the top attractions in the Columbia River Gorge National Scenic Area in this full day of exploration just outside of Portland. In the morning enjoy unparalleled scenic views from Portland Women’s Forum and Vista House, then gaze in wonder at towering waterfalls like Multnomah Falls and Latourell Falls. For lunch, explore charming downtown Hood River where the historic buildings are filled with boutiques, designer shops, outdoor adventure gear outfitters, antique shops, art galleries, and more than 30 restaurants. In the afternoon visit one vineyard in the Columbia Gorge AVA where the beauty of the landscape is inextricable from its allure as a world class wine region. Wines produced from this region tend to be riper than wines from Oregon’s cooler, western regions and with higher acidity and structure than what occurs naturally in the warmer, eastern AVAs. Discover the postcard-perfect scenery and great wines of the Columbia River Gorge during this day trip from Portland.


Portland, Maine Madness Scavenger Hunt


Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues – for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!


Private Departure Transfer to Portland Airport (PDX)


Avoid the stress of waiting for taxis or shuttle transfers and instead ensure peace of mind with this convenient private transfer from your hotel to the Portland International Airport. This airport transportation service operates from your downtown Portland, Beaverton, Lake Oswago or Tigard accommodations. Reach the airport relaxed and with plenty of time before your flight!


Guided RIB Boat Adventure of Casco Bay


Depart with us from bustling Portland Harbor as we tour one of Maine’s most picturesque boating destinations. Casco Bay is littered with islands, historic forts, wildlife, birds, and lighthouses and our unique 14-passenger RIB boat is suited to tour the region while everyone gets a front-row seat so you can see and experience more of it. Learn about Portland’s nautical history, view wildlife like seals, harbor porpoises, and sea birds, and stop for photos at quintessential sights like all four lighthouses, Fort Gorges, seals, and the working waterfront while also escaping to lesser-known areas of the bay where wildlife viewing is the best. This is a unique tour that is unmatched in the breadth of its experience with a local captain to guide you and answer your questions about the region. Please join us for the Best Of Casco Bay!


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.


Guardians of the Harbor


Hop on the “Guardians of the Harbor” trolley tour, a narrated journey with three lighthouse stops. Explore Portland’s maritime history and scenic beauty, disembarking at each location. First, visit Bug Light Park and the Liberty Ship Memorial, reflecting wartime shipbuilding. Next, discover Fort Preble and Spring Point Ledge Light, learning its unique construction and the remaining WWII gun batteries. Finally, witness the iconic Portland Head Light at Fort Williams Park, Maine’s most vital and the nation’s third oldest lighthouse, also revealing remnants of coastal defenses. The nation’s third oldest lighthouse and one of Maine’s most important beacons. This area also features great examples of remnants of coastal defenses.


The Mt St Helens Adventure Tour from Portland


Travel to Mount Saint Helens and environs, from Portland, on this ALL-INCLUSIVE tour with a guide who will discuss the geology, ecology, climate, history, and legends of the area, as well as the history of US public lands. Your guide will lead you on hikes near waterfalls, through lava tubes, and within oldgrowth forests. You will see some of the most unique geological features in North America, including North America's longest continuous lava tube and a lava tree mold forest. Weather permitting, you will be driven to the closest viewpoint into the crater of the volcano, where you will be provided a picnic lunch, overlooking Spirit Lake. No matter how hot the weather, you'll enjoy natural air conditioning as you hike by dramatic waterfalls and through primeval forest. You'll have the option of a dinner/beer stop (own expense) on the way back to Portland. *THIS IS A 12-HOUR TOUR*