Free Cancellation Portland Tall Ship Private Charter on Casco Bay
What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and…
Free Cancellation 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 gro…
Free Cancellation Private Portland Sunset Powerboat Cruise in Casco Bay
Witness the stunning transformation of Portland Harbor and Casco Bay during a private sunset powerboat cruise. Aboard the classic Avelinda, enjoy a two-hour journey as the sun sets, painting the sky with vibrant hues. Ma…
Private Tour 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 Portla…
Private Tour Maine Private South Coast Tour Adventure
Discover Maine's picturesque coastline on the South Coast Tour, featuring iconic locations like Nubble Lighthouse and the charming villages of York, Ogunquit, and Kennebunkport. Enjoy breathtaking ocean views along Margi…
Free Cancellation Sail Portland Maine's Lighthouse Cruise
Escape the crowds and embrace adventure with a cruise aboard our classic motor yacht, the Calista Ann! Whether you're a seasoned sailor or a first-timer, our Coast Guard certified professional captains will ensure an unf…
Free Cancellation 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 Heart's Desire, a 101 year old schooner, designed by famed yac…
Free Cancellation 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 …
Free Cancellation 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 small groups, this exclusive charter offers a personal adventure, allowin…
Free Cancellation 2 Hour Private Morning Charter on Heart's Desire in Casco Bay
Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desir…
Free Cancellation 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, wi…
Free Cancellation 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 …
Free Cancellation 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 mai…
Free Cancellation 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 light…
Free Cancellation 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 ch…
Free Cancellation 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 rail travel, charming villages…
Free Cancellation 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, colon…
Free Cancellation Private Portland to Camden & Midcoast Lighthouse Experience
Join us for an exciting **Private Coastal Tour from Portland to Camden**, exploring the beauty and history of Maine’s coastline! Start with Bath, home to the towering USS Wyoming sculpture and rich shipbuilding heritag…
Free Cancellation 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 light…
Free Cancellation Camden, Rockland, Pemaquid, and Belfast Private Tour
Join us for an exciting Private Coastal Tour from Portland to Camden, exploring the beauty and history of Maine’s coastline! Start with Bath, home to the towering USS Wyoming sculpture and rich shipbuilding heritage. I…
Free Cancellation Castles of Cape Anne, Massachusetts - Private Day Tour
Experience the beauty and history of Ipswich and Cape Ann on this private tour. Wander Castle Hill’s grand estate, explore Ipswich’s heritage, and enjoy Gloucester’s seaside character. When available, Hammond Castle offe…
Free Cancellation 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 lobste…
Free Cancellation New Hampshire White Mountains Day Tour
Our White Mountains Day Tour offers more than just scenic views—it’s a thoughtfully curated journey through New Hampshire’s most charming towns, historic covered bridges, and hidden natural wonders. Unlike larger, rushed…
Free Cancellation Kennebunkport, York and Portsmouth NH Private Tour
Explore the charming coastal towns of Kennebunkport, York, and Portsmouth on this private day tour. Delve into the rich maritime history, enjoy stunning ocean views, and savor local flavors. With a personalized itinerary…
Free Cancellation Boothbay, Freeport and Maine Botanical Gardens Private Day Tour
Experience the beauty of Maine’s central coast on a fully private, all-day tour designed just for you. Unlike crowded bus tours, our small-group experience offers personalized attention, comfort, and flexibility. Travel …
Free Cancellation Private Day Tour of Salem MA, from Portland ME
Unlike large group bus tours, this experience is designed to be personal, flexible, and immersive. You’ll walk the streets of Salem with a knowledgeable guide who doesn’t just point out landmarks but brings their stories…
Free Cancellation 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 shorelin…
Free Cancellation The Maine Experience: Coast, Culture & History
This isn’t just another sightseeing trip—it’s a curated journey through Maine’s most iconic landmarks and hidden gems, woven together into one unforgettable day. From the elegance of Portland Head Light, the nation’s mos…
Free Cancellation Casco Bay Sailing Escape Half day Custom Boat Charter
Each trip is tailored to your group and the wind conditions that day, but a frequently requested, guest favorite sailing route begins in downtown Portland before heading out into Casco Bay. From there, we'll pass Portlan…
Free Cancellation Portland Jetport (PWM) to Portland - Round-Trip Private Transfer
Book your private transfer from Portland International Jetport (PWM) to Portland hotels and return. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to door a…
Free Cancellation 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 …
Free Cancellation Private Vacation Photoshoot with Photographer in Portland
⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small t…
Free Cancellation 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 combi…
Free Cancellation 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 P…
Free Cancellation Portland's World of Flavors Tour
Introducing Portland’s World of Flavors Walk highlighting hidden gems and great flavors that give Portland its cosmopolitan flair. Enjoy this walkable city with a big palate on our international journey, tasting locally …
Free Cancellation Experience Portland's Waterfront Public Scenic Powerboat Cruise
Experience the stunning beauty of Casco Bay on a personalized intimate (up to 6 guests per trip), public 2-hour powerboat cruise. Whether you're looking for a scenic sightseeing tour, an up-close encounter with Maine’s w…
Free Cancellation 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 views of iconic lighthouses like Portland Head Light…
Free Cancellation Portland Lighthouse Boat Cruise with Oysters & Prosecco
Set off on a refined culinary adventure through the serene waters of Casco Bay. Your journey begins at Portland Beer Hub, where you’ll gather before being escorted to the waterfront to board your boat. As you glide past …
Free Cancellation 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…
Free Cancellation Taste of Portland Food Tour
This tour balances great food, stories, and a relaxed, local feel. Rather than rushing between stops or focusing only on tastings, this experience is designed to give you a genuine sense of Portland, how the food scene c…
Free Cancellation 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 mari…
Free Cancellation 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 ra…
Free Cancellation 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 a…
Free Cancellation 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 …
Free Cancellation 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 Headlig…
Free Cancellation 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.…
Free Cancellation Paint Outdoors in Portland, Maine
Immerse in and interpret the natural beauty of Maine by capturing the moment in a painting. We will hike and paint on location. No experience necessary. This is an all level class that can be enjoyed by beginner painters…
Oyster Farm & Complimentary Tasting Sea Kayak Tour in Casco Bay
Tasting oysters harvested from the ocean where they were grown is significantly different and better than eating them at an oyster bar, especially when you just shucked them! Freshness counts! This sea kayaking tour that…