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Waterfront District

Waterfront, Portland, ME , USA

Waterfront District

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Waterfront District

Dive into Portland's Waterfront District, where salty sea breezes meet vibrant art vibes! Stroll along the bustling docks, savor fresh lobster rolls from charming food shacks, and soak in stunning sunset views over the harbor. With lively shops, quirky galleries, and the aroma of coffee wafting through the air, this waterfront gem is a feast for the senses!

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Recommendations

Landmark5/5

Merrill's Wharf

Landmark

Deake's Wharf

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Landmark

Berlin Mills Wharf

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Landmark

Fish Pier

Fish Pier offers a quintessential Maine experience with its bustling seafood markets and picturesque waterfront views, making it an iconic destination for fresh catches and local flavors in the heart of Portland.

Transport4.6/5

Casco Bay Lines Ferry Terminal

The Casco Bay Lines Ferry Terminal, nestled on the picturesque Maine State Pier, offers stunning waterfront views and seamless access to the beautiful islands of Casco Bay, making it a must-visit for travelers and locals alike.

Landmark4.7/5

Gulf of Maine Research Institute

Shop4.2/5

Sea Bags Factory Store

Culture4.5/5

Maine Narrow Gauge Railroad

Step aboard the Maine Narrow Gauge Railroad, a charming gem nestled in Portland, ME. Prepare for a whimsical journey through time as you chug along scenic tracks, marveling at the stunning coastal views. Immerse yourself in the rich history of Maine's narrow gauge railroads and let your inner child embrace the adventure. All aboard for a thrilling ride into the past!

Landmark4.7/5

Casco Bay Lines

Embark on a salty adventure at Casco Bay Lines in Portland, Maine! Cruise through the stunning waters of Casco Bay, spotting picturesque lighthouses and charming islands along the way. Don't forget to snap a selfie with a lobster boat in the background! With ferries departing daily, it's the perfect way to explore the beauty of Maine's coast.

Landmark5/5

Portland by the Foot

Landmark4.6/5

Portland Waterfront Historic District

Eat$$$4.4/5

Lenora

Step into the vibrant atmosphere of Lenora, nestled in the heart of Portland. This quirky and exciting hotspot boasts an eclectic selection of trendy boutiques, cozy cafes, and lively art galleries. From unique local craftsmanship to mouthwatering foodie delights, Lenora has it all. Grab your camera and prepare to be captivated by this traveler's paradise in Portland, ME.

Eat$$$$4.6/5

Fore Street Restaurant

Get ready for a delightful taste adventure at Fore Street Restaurant in Portland! This cozy gem serves up farm-to-table dishes showcasing the best of Maine's bountiful ingredients. With a rustic yet trendy vibe, the talented chefs prepare mouthwatering dishes like wood-grilled meats, locally sourced seafood, and heavenly desserts. Don't miss the chance to indulge your taste buds in this foodie paradise!

Cafe$$4.7/5

Gorgeous Gelato Portland

Looking to satisfy your sweet tooth while exploring Portland, ME? Look no further than Gorgeous Gelato! Located at 434 Fore St, this gem offers a delightful array of creamy, handmade gelato flavors. From classic options like pistachio and chocolate to unique creations like lavender honey, this place is a dessert lover's paradise. Treat yourself to a scoop (or two!) of pure deliciousness!

Eat

Old Port

Welcome to Old Port, the beating heart of Portland, ME! This charismatic neighborhood oozes with history, charm, and maritime vibes. Stroll along cobblestone streets lined with quirky boutiques, restaurants, and art galleries. Treat your taste buds to fresh seafood delights and sip on craft brews. Don't forget to admire the stunning views of Casco Bay and soak up the lively atmosphere at the local festivals. Adventure awaits!

Eat$$$4.6/5

Luke's Lobster Portland Pier

Luke's Lobster Portland Pier is a seaside gem in the heart of Portland, ME. Dive into their irresistible lobster rolls, bursting with fresh Maine lobster meat, nestled in a buttery, toasted bun. Savor the flavors and soak up the ocean views as you indulge in a quintessentially Maine experience. It's an all-around lobsterlicious adventure!

Drink$$$4.5/5

Bar of Chocolate

Discover a chocoholic's paradise at Bar of Chocolate on 38 Wharf St, Portland! This whimsical chocolate haven will transport you to a world of sweet delights. Indulge in their delectable creations like truffles, handcrafted chocolate bars, and specialty hot chocolates. Grab a seat at their cozy café and savor the blissful symphony of flavors. Get ready to embark on a cocoa-filled adventure!

Stays

Stay4.7/5

Inn at Diamond Cove

Welcome to the charming Inn at Diamond Cove, nestled on Great Diamond Island! This eclectic haven promises cozy accommodations, stunning ocean views, and a sprinkle of island magic. Explore historic trails, frolic on sandy shores, and indulge in delicious local fare. With a perfect mix of relaxation and adventure, it's the ideal getaway for every traveler!

Stay4.65/5

Stylish Old Port 2BR Loft, Walk to Everything - Two-Bedroom Apartment

Stay4.6/5

Longfellow Hotel, an SLH Hotel

Stay4.4/5

Canopy by Hilton Portland Waterfront

Nestled along the scenic waterfront, Canopy by Hilton Portland Waterfront offers a blend of modern comfort and local charm, making it a perfect base to explore Portland's vibrant arts scene and delectable dining options.

Stay4.4/5

Residence Inn by Marriott Portland Downtown/Waterfront

Nestled along the picturesque waterfront, Residence Inn by Marriott Portland Downtown/Waterfront offers stunning views, spacious suites, and easy access to vibrant local culture, making it an ideal retreat for both business and leisure travelers.

Stay4.15/5

Hampton Inn Portland Downtown - Waterfront

Nestled along the scenic waterfront, Hampton Inn Portland Downtown offers stunning views, modern amenities, and easy access to the vibrant arts and culinary scene, making it a perfect base for exploring Portland's charm.

Stay4.35/5

Portland Regency Hotel & Spa

Step into the lap of luxury at Portland Regency Hotel & Spa. Located on Milk St in the heart of Portland, Maine, this divine getaway offers stylish accommodations and a rejuvenating spa. Indulge in delicious cuisine at the onsite restaurant before exploring the vibrant city, rich with history and charm. Get ready to be pampered and have a wickedly good time!

Stay4.3/5

The Press Hotel, Autograph Collection

The Press Hotel in Portland, Maine is a dream come true for wordsmiths and curious travelers alike. Located on Exchange Street, this quirky haven boasts a rich history as a former newspaper office. Now transformed into a boutique hotel, it combines vintage charm with modern amenities. The stylish rooms offer a comfortable retreat after a day of exploring the vibrant city. Get ready to press play on your memorable stay!

Stay4.3/5

Portland Harbor Hotel

Get ready for a wicked good time at Portland Harbor Hotel! Located on bustling Fore Street, this waterfront gem offers stunning views of Casco Bay. Indulge in stylish rooms designed for the modern traveler, dine on fresh seafood at the on-site restaurant, and sip craft cocktails at the lively bar. With its prime location and top-notch amenities, this hotel is the perfect basecamp for exploring all that Portland, ME has to offer.

Stay4.3/5

AC Hotel Portland Downtown/Waterfront, ME

Discover the charm of the AC Hotel Portland Downtown/Waterfront, ME, where modern elegance meets stunning waterfront views, making it the perfect base to explore Portland’s vibrant culinary scene and rich artistic culture.

Stay4.25/5

Hyatt Place Portland Downtown-Old Port Square

Hyatt Place Portland Downtown-Old Port Square offers a blend of modern comfort and historic charm, making it the perfect base for exploring Portland's vibrant waterfront, eclectic shops, and renowned culinary scene.

Stay4.2/5

Holiday Inn Portland-By The Bay

With stunning views of Casco Bay and a convenient downtown location, Holiday Inn Portland-By The Bay offers a perfect blend of modern comfort and coastal charm, making it an iconic destination for visitors.

Stay4.1/5

The Westin Portland Harborview

Experience the charm of The Westin Portland Harborview, where luxurious accommodations meet stunning waterfront views, making it a perfect gateway to explore Portland's vibrant arts scene and culinary delights.

Stay3.8/5

Courtyard by Marriott Portland Downtown/Waterfront

Nestled along the scenic waterfront, Courtyard by Marriott Portland Downtown/Waterfront offers stylish accommodations and easy access to vibrant local attractions, making it the perfect base for exploring Portland's charming culture and picturesque views.

Stay4.2/5

Aloft by Marriott Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME offers a vibrant blend of modern design and waterfront charm, featuring stylish rooms, a lively atmosphere, and easy access to the city's best dining and attractions.

Things To Do
Provided byViator

5/5
2 h

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.

$650.00
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5/5
2 h 30 mins

Guardians of the Harbor Trolley Tour

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.

$59.00
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5/5
6 h

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.

$1,508.00
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5/5

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, allowing you to encounter marine wildlife, view iconic lighthouses, and discover unique islands at your own pace. With flexible scheduling and customizable experiences, this cruise promises an unforgettable day on the water, complete with opportunities for swimming and exploring Maine’s rugged coastline. - Private cruise for up to 6 passengers, ensuring an exclusive experience - Encounter marine wildlife like seals, porpoises, and seabirds - View famous lighthouses including Portland Head Light and Bug Light - Flexible departure times and customizable itineraries available – Alternative pickup available in Portland for added cost, saves 30 min of driving, contact us for availability

$648.00
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5/5
48 h

Acadia National Park and Maine Coast 2-Day Tour

Travel north from Boston for a two-day journey along the Maine coast. Visit Portland Head Lighthouse before exploring Acadia National Park through Cadillac Mountain, Sand Beach, and Thunder Hole, then spend the night near the park. The second day offers an optional nature cruise through Frenchman Bay and free time in Bar Harbor before returning to Boston.

$335.00
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5/5
2 h 30 mins

Stand Up Paddleboard Tour with Complimentary Oyster Tasting

Learn the basics of stand-up paddle boarding on land before launching at Mere Point in Brunswick for a leisurely 2.5 hour morning tour of Northwest Casco Bay! We will paddle out to a demonstration oyster farm and then to an island to shuck and enjoy a complimentary tasting of the sweet and briny fresh Maine oysters. Stand-up paddle boarding is a great, fun way to sight see from the water. We are likely to see cormorants, sea gulls, osprey, great blue herons, snowy egrets, ducks, and we might see fish jumping or a seal.  Paddlers at least 12 years old will love exploring Casco Bay in this protected, scenic, historic area! There will be a break on land where we will stretch, taste the oysters and have some snacks that you bring.

$92.00
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5/5
2 h

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 yacht designer, John Alden. Heart's Desire measures 53' feet and features some of John Alden's trademark design elements including a long bowsprit and dramatic, raked transom. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire has been used mainly for chartering along the Eastern seaboard in New York, New Jersey, Massachusetts, and Maine.

$675.00
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5/5
5 h

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.

$349.00
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5/5
2 h

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 wildlife or a journey through the region’s rich maritime history, this exclusive charter is designed to provide an unforgettable adventure. Departing from the working waterfront, you’ll glide past busy wharves lined with lobster boats, ferries, and historic brick buildings that reflect Portland’s seafaring heritage. From the start, the mix of city energy and natural beauty sets the tone for an unforgettable journey on Casco Bay. Seals often bask on rocky ledges, ospreys and bald eagles soar overhead, and in the summer months, porpoises sometimes surface alongside the boat. Whether it’s spotting seabirds, breathing in the salty ocean air, or simply enjoying the thrill of the ride, a powerboat cruise from Portland offers both adventure and relaxation in equal measure.

$139.00
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5/5
2 h

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 and serene islands such as Peaks Island. With a maximum of six guests per boat, relish an intimate experience while keeping an eye out for local wildlife like seals and seabirds. Captains with extensive local knowledge share tales of the region's rich history, making this cruise a perfect way to unwind and soak in the beauty of Maine's coast. Open to all ages, it’s a memorable outing for families and couples alike. - 2-hour scenic sunset cruise through Casco Bay - Maximum of 6 guests for an intimate experience - Spot local wildlife and iconic Portland lighthouses - Knowledgeable captains share local history and ecology

$149.00
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5/5
4 h

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.

$475.00
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5/5
1 h 45 mins

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.

$74.00
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5/5
2 h

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!

$407.40
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4.9/5
2 h

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.

$79.00
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4.9/5
3 h

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.

$115.00
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4.9/5
4 h

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!

$85.00
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4.9/5
2 h

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.

$61.00
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4.9/5
2 h

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!

$380.10
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4.8/5
2 h

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.

$60.00
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4.8/5

Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal Way in Ogunquit, a cliffside coastal path that winds along the Atlantic with uninterrupted ocean views and classic New England scenery. Continue to Kennebunkport, a postcard-perfect harbor town known for its historic homes, local boutiques, and working waterfront. Arrive in Portland in time for lunch in the Old Port district, where cobblestone streets, 19th-century brick buildings, and fishing piers set the scene for some of Maine's best seafood — this is the spot to try fresh, locally caught lobster on your own. Finish at Portland Head Light, Maine's oldest and most iconic lighthouse, perched dramatically above the rocky shoreline within Fort Williams Park, with sweeping Atlantic views to close out the day.

$118.00
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