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Ultimate Bachelorette Party Ideas in Portland, Maine aboard Casco Bay Custom Charters

Bachelorette Party posing in front of Portland Headlight on a private boat charter.


Welcome to Portland, Maine, a place where the state’s motto, “The Way Life Should Be,” truly comes to life. This cultural haven, brimming with creativity, boasts an eclectic mix of James Beard-nominated culinary geniuses and World Beer Cup champions, like the famed Allagash Brewing Company. But Portland’s allure extends beyond its gastronomic delights; it’s a city where the historic waterfront buzzes with the day’s fresh catch by local lobstermen, and Commercial Street invites you to immerse yourself in authentic Maine living through its vibrant array of food, shopping, and experiences.

Much like Portland itself, Casco Bay Custom Charters offers a kaleidoscope of unique experiences, blending the city’s gourmet local food, craft beverages, scenic waterfront views, and spirited celebrations into one unforgettable adventure. It’s no wonder many choose to begin their wedding journey here, setting the stage for epic bachelor and bachelorette parties.

For a decade, we’ve celebrated love by offering bespoke charter experiences, perfectly tailored to every bachelorette party’s vibe, whether you’re seeking relaxation or ready to revel. Like Portland, our charters are a canvas of possibility, ready to be customized for your ultimate pre-wedding celebration.

Here are our top picks for an unforgettable bachelorette party in Portland, Maine:

A sunset over Casco Bay in Portland, Maine 1.) All-Inclusive Sunset Cruise of Casco Bay

As the day winds down, embark on an all-inclusive Sunset Cruise of Casco Bay, where the evening sky paints a masterpiece of rich colors and vibrant hues. Perfectly timed to let you unwind after a bustling day of exploring Portland’s culinary and shopping scenes, this cruise also sets the stage for a memorable night along the lively Wharf Street. Our vessel becomes your sanctuary of calm waters and breathtaking views, offering an array of locally crafted drinks to toast the day’s adventures and welcome the night’s possibilities.

This cruise isn’t just about the stunning scenery; it’s an opportunity to connect, laugh, and share stories with your closest friends against the backdrop of Maine’s unparalleled natural beauty. As the sun dips below the horizon, you’ll find yourself immersed in the tranquil ambiance of Casco Bay, making it the perfect prelude to whatever the evening holds.

Local Catering from Charcutemarie for private boat tour2.) Mid-Morning Bottomless Mimosa Brunch Cruise

Begin your day with a splash of sunshine and sparkling mimosas on our Bottomless Mimosa & Croissant Brunch Cruise, one of the last true bottomless brunch experiences in Portland. Glide across the tranquil waters of Casco Bay as you indulge in a lavish spread of freshly baked croissants, ripe fruit, local cheeses, and more, accompanied by bottomless mimosas, local beers, hard seltzers, and wine. Elevate your morning with optional upgrades like quiche, smoked salmon, carved hickory ham, and signature Bloody Marys, ensuring every taste is catered to.

This 2-hour journey offers more than just exquisite dining; it’s a chance to celebrate friendship and create lasting memories amid the serene beauty of Maine’s coast. Whether you’re toasting to new beginnings or simply enjoying the moment, our brunch cruise promises a delightful start to your bachelorette festivities, leaving you and your guests refreshed and ready for the adventures that await.

Marie L passing by Rams Island Lighthouse3.) Private Sightseeing Tour of Iconic Maine Lighthouses

Sail into the heart of Maine’s maritime heritage with our Private Sightseeing Tours, where history and natural beauty converge. Glide across the Portland Harbor under sunny skies, with salty breezes guiding your journey to iconic lighthouses, historic forts, and hidden relics of the past. From the iconic Portland Headlight to the secluded charms of Rams Island Lighthouse, Fort Scammel, and Fort Gorges, your tour will be filled with postcard-perfect scenes.

As you navigate these timeless waters, you’ll share the waves with sailing ships, classic tugboats, and bustling ferries, offering a glimpse into the daily life of Casco Bay. Keep your camera ready for sightings of cormorants, seals, eagles, and even jellyfish, adding a touch of wild Maine to your adventure.

These tours are more than a sightseeing experience; they’re a journey through the soul of Portland, offering serene moments and exhilarating discoveries that embody the essence of a perfect bachelorette getaway.

Plated local Maine shrimp cocktail 4.) Exclusive Dining Charter with Private Chef

Transform your bachelorette celebration into an evening of culinary delight with our Dinner & Private Chef Dining Boat Charters. As the sun sets over Casco Bay, indulge in a bespoke dining experience aboard our elegant vessels, featuring fine food meticulously prepared ahead of time by Pepperell Provisions and Charcutemarie or by an onboard private chef. From succulent local seafood to gourmet dishes crafted with the freshest seasonal ingredients, each bite is a testament to Maine’s rich culinary heritage.

Pair your exquisite meal with select fine wines, handpicked from Devenish Wines’ collection of small, artisan producers, or choose from our extensive list of local craft beers and beverages. This luxury bachelorette experience, set against the backdrop of Maine’s stunning coastal scenery, promises not just a meal, but a memorable journey into the night.

Celebrate in style, with every detail tailored to create an intimate, unforgettable dining adventure on the water, making it the perfect toast to your upcoming nuptials.

As you plan the ultimate bachelorette party in Portland, Maine, remember that Casco Bay Custom Charters is here to bring your vision to life with unforgettable private boat tours and experiences. From serene sunset cruises to luxurious dining on the water, each charter is an opportunity to create lasting memories with your closest friends. Our commitment to personalization, exceptional service, and the authentic Maine ambiance ensures your celebration will be as unique as the bond you share.

Bachelorette Party posing in front of Portland Headlight on a private boat charter.Ready to set sail on an extraordinary bachelorette adventure? For more information about our wedding celebrations and to customize your perfect party, visit our Wedding Charters page.

If you’re eager to begin planning and want to discuss details, options, or have any questions, please contact us directly. Don’t just celebrate; embark on an adventure that mirrors the excitement and love that your special day represents. Your unforgettable Maine bachelorette party starts with a click.

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