Day Trip to Orleans

Orleans, MA, located on the Lower Cape, boasts beautiful beaches, scenic harbors, and a rich community atmosphere. With its vibrant local shops, excellent dining options, and outdoor recreational opportunities, Orleans offers a perfect blend of activities and attractions that make it an ideal destination for a day trip. From indulging in delectable pastries to exploring artist cottages and enjoying a sunset on the beach, Orleans has something for everyone. Here’s a guide to making the most of your day in this charming Cape Cod town.

Breakfast at Hole In One

Start your day with a visit to Hole In One, a beloved local spot renowned for its breakfast offerings. Known for having some of the best donuts on Cape Cod, this cozy bakery is a must-visit. Enjoy a cup of freshly brewed coffee alongside their delectable donuts—each one a perfect blend of light, fluffy texture and sweet, flavorful glaze. "Hole In One’s donuts are legendary," says a regular customer. "They’re the best way to start your day in Orleans."

Explore the Artist Cottages

After breakfast, head to the Artist Cottages, open seasonally Wednesday through Sunday. These charming studios showcase the work of local artists, offering everything from paintings and ceramics to jewelry and photography. Stroll through the cottages and discover unique, handcrafted items that capture the essence of Cape Cod. Each visit provides an opportunity to meet the artists and learn about their creative processes. "The Artist Cottages are a wonderful place to find unique gifts and support local artists," notes one visitor. Check website for off-season hours.

Hog Island Brewery

Next, make your way to Hog Island Brewery, a local favorite for craft beer enthusiasts. Located in a rustic, inviting setting, this brewery offers a selection of handcrafted beers that reflect the local flavor. They have both a tavern and a tap house so you can choose between a meal or drinks and finger food. Sample their seasonal brews and enjoy the laid-back atmosphere. "Hog Island Brewery has a great selection of craft beers," says one craft beer lover. "The relaxed vibe makes it a perfect spot to unwind."

Stop for a Sweet Treat at Hot Chocolate Sparrow

No day trip is complete without a sweet treat, and Hot Chocolate Sparrow is the perfect place for dessert. Known for its rich, flavorful hot chocolate, this café also offers an array of delicious confections and pastries. "Hot Chocolate Sparrow is my go-to for an afternoon indulgence," shares a local. "Their hot chocolate is heavenly, and the pastries are always fresh and delightful."

Go Shopping in Town

Make sure to carve out time for discovering hidden treasures and supporting local businesses in Orleans Wander through its quaint streets lined with unique shops and boutiques, each offering something special. Among the highlights is the Homegrown Boutique, a local gem that showcases a mix of fashion forward accessories, clothing, and beach day essentials. Whether you're on the hunt for stylish home decor, one-of-a-kind gifts, or simply want to window shop, Orleans' shopping scene promises a memorable experience.

Get Dinner at One of Orleans Popular Local Spots

For dinner, Orleans boasts several popular dining options that cater to a range of tastes:

• The Beacon Room: A local favorite, The Beacon Room offers a welcoming atmosphere with a diverse menu featuring seafood, steaks, and American classics. "The Beacon Room is always a great choice for dinner," says a frequent diner. "The food is consistently excellent, and the service is top-notch."

• The Knack: For a laid-back dining experience, The Knack is a beloved local gem. Famous for its mouthwatering burgers and creative comfort food, this casual eatery offers a welcoming vibe that’s perfect for families and friends. With outdoor seating and an extensive menu, it’s a great spot to enjoy a hearty meal and classic milkshakes after a day at the beach.

• Rock Harbor Bar and Grill: Featuring a diverse menu that includes fresh seafood, juicy steaks, and vegetarian dishes, Rock Harbor Bar and Grill is perfect for any palate. Whether you choose to dine inside or on the patio, the friendly atmosphere and great pizza will enhance your dining experience.

• Cooke’s: A staple for seafood lovers, Cooke’s is renowned for its take-out options, making it a popular choice for those on the go. Their famous fried clams and lobster rolls are local favorites that you simply can’t miss. With its casual vibe, Cooke’s is perfect for a quick bite before heading to the beach or a picnic in one of Orleans’ beautiful parks.

Sunset at Skaket Beach

As the day winds down, head to Skaket Beach for a stunning Cape Cod sunset. Known for its expansive, sandy shores and breathtaking views, Skaket Beach is the perfect spot to relax and take in the natural beauty of the Cape. The sunset here is a truly memorable experience, with the sky painted in hues of orange, pink, and purple. "Skaket Beach offers one of the most beautiful sunsets on Cape Cod," shares a sunset enthusiast. "It’s the perfect way to end a day."

Grab Dessert at Ice Cream Café

Before leaving Orleans, cap off the night with a visit to Ice Cream Café, a local favorite for dessert. Known for its delicious homemade ice cream and creative flavors, this café is a sweet way to end your day . Whether you prefer a classic flavor or something more adventurous, Ice Cream Café has something to satisfy your sweet tooth. Classic flavors, soft serve creations, vegan, and dairy free options are sure to meet everyones needs. "Ice Cream Café is the perfect place for a post-dinner treat," says one satisfied customer. "Their ice cream is always creamy and flavorful."

From a delightful breakfast at Hole In One to a picturesque sunset at Skaket Beach, a day in Orleans, MA, is filled with charming experiences and delicious treats. With its mix of local flavor, artistic charm, and natural beauty, Orleans offers a memorable escape on Cape Cod

A Day Trip to Provincetown

Provincetown, located at the tip of Cape Cod, is a vibrant town known for its rich history, artistic community, and stunning coastal views. Whether you're a local or a visitor, spending a day in Provincetown offers a memorable experience.

The Pilgrim Monument and Provincetown Museum is a wonderful historic place to visit. Climb the 252-foot tower for breathtaking panoramic views of Cape Cod and learn about the Pilgrims’ first landing in the New World. If you’re more into art, consider visiting The Provincetown Art Association and Museum (PAAM). They showcase a rich collection of works by local artists and offer rotating exhibitions. 

There is plenty of shopping to be done in Provincetown. Commercial Street is the town's bustling main strip, filled with shops, galleries, and restaurants. The Shell Shop offers an impressive collection of seashells, nautical gifts, and beach-themed decor. It’s the perfect place to find a unique souvenir to remember your visit. Satisfy your sweet tooth at The Penny Patch, a charming candy store known for its wide variety of homemade fudge, saltwater taffy, and old-fashioned candies. For a unique shopping experience, visit Shop Therapy, an eclectic store filled with everything from funky clothing and accessories to quirky home goods and gifts. 

Stroll over to MacMillan Pier to explore The Artist Trap Sheds. These colorful sheds house local artists who display and sell their work, ranging from paintings and sculptures to jewelry and crafts. It's a wonderful opportunity to meet the artists and find a one-of-a-kind piece of art.

When hunger strikes, stop by the Provincetown Portuguese Bakery for a taste of authentic Portuguese pastries and bread. For a quick and nutty treat, visit The Nut House, where you can sample and purchase a variety of fresh-roasted nuts, dried fruits, and gourmet snacks. 

If you’re looking for entertainment, catch a show at The Provincetown Theatre, which offers a range of performances from classic plays to contemporary productions. Additionally, The Crown & Anchor and The Post Office Cafe and Cabaret are two of many hot spots for entertaining drag performances.

There are plenty of nature-focused activities to engage in as well. The Provincetown Dunes Tour provides an exciting excursion through the majestic sand dunes, offering insights into the area's unique ecosystem and history. Go on a whale-watching tour from Provincetown Harbor for the chance to see majestic whales in their natural habitat. Escape the crowds by exploring the rugged beach landscape of Long Point or give the five-mile Province Lands Bike Trail a try.

For dining options, Provincetown boasts several notable restaurants that are a must-visit. The Lobster Pot is an iconic seafood restaurant offering spectacular views of the harbor and a menu filled with fresh, delicious seafood dishes like lobster, clams, and fish. The Canteen is another popular spot, known for its casual beachside dining, with a menu featuring New England classics like lobster rolls and clam chowder, as well as creative, fresh takes on seafood. 

As the day winds down, make your way to Herring Cove Beach. This beautiful beach is perfect for a relaxing walk along the shore, swimming, or simply enjoying the stunning sunset over the Atlantic Ocean. It’s a serene and picturesque spot to end your day in Provincetown.

Spending a day in Provincetown, MA, offers a perfect blend of history, art, shopping, and natural beauty. It is a Cape Cod spot that offers truly unforgettable experiences.

A Day Trip to Hyannis

Shopping, sights, and seaside charm are sure to be experienced in Hyannis, located in the heart of Cape Cod. If you’re looking to spend a day in Hyannis, here are a few stops you have to make. 

Prepare to shop your heart out on Main Street in Hyannis! Mass Bay Co. is a great store to start at. This shop is a treasure trove of Cape Cod-themed apparel, outdoor gear, and pieces of military history. Swing by Mass Bay Co. to explore a wide variety of goods for travelers.

Next, head to Kandy Korner, a delightful candy shop that’s sure to bring out your inner child. With its wide variety of sweets, from homemade fudge to old-fashioned candies, Kandy Korner offers a sugary delight for everyone. Don’t forget to try their saltwater taffy, a Cape Cod classic.

Mariner Cafe is a fantastic place to stop for a bite to eat. This cozy cafe is known for its delicious seafood dishes and friendly atmosphere. Whether you’re in the mood for a lobster roll, clam chowder, or a fresh salad, Mariner Cafe offers a satisfying meal that captures the flavors of Cape Cod.

After lunch, hop on the Hyannis Trolley for a scenic ride around town. The trolley offers a charming and convenient way to see the sights for just a $1 fare. Should you want a break to lounge by the sea, get off at the Kalmus Beach stop. 

To delve into the region’s rich maritime history, hop off the trolley at the Cape Cod Maritime Museum. The museum features fascinating exhibits on boat building, shipwrecks, and maritime art. The facility staff and students actively work on restoring historical watercraft. It’s a great place to learn about the seafaring heritage that has shaped Cape Cod’s culture.

The Cape Cod Maritime Museum showcases the largest private collection of scrimshaw on the Cape.

If this museum isn’t of interest to you, you can visit the John F. Kennedy Hyannis Museum, which celebrates the legacy of President Kennedy and his family’s deep connection to Cape Cod. There is no shortage of educational and intriguing opportunities in Hyannis.

In the afternoon, stroll over to the artist shanties. These charming, brightly colored shanties house local artists who display and sell their work. It’s a neat spot to walk in the sunshine and support local crafters. From paintings and sculptures to jewelry and crafts, the artist shanties offer a wonderful opportunity to see the creativity of Cape Cod’s artistic community.

The nearby Hyannis Harbor offers opportunities for boat tours and fishing trips, providing a chance to experience the beauty of Cape Cod’s waters firsthand. Otherwise, treat yourself to some ice cream at Cape Cod Creamery at the harbor. Enjoy a scoop (or two…or three…) of their creamy, homemade ice cream while taking in the picturesque views of the harbor. It’s the perfect place to cool off and savor a sweet treat.

As evening approaches, consider The West End for dinner. This stylish restaurant offers a menu of creative dishes made with fresh, local ingredients. Whether you’re in the mood for seafood, steak, or vegetarian fare, The West End provides a dining experience that’s both elegant and satisfying. If you’re looking for evening entertainment, check out the Cape Cod Melody Tent. They host a variety of live performances, from concerts to comedy shows, making it a great spot for some evening excitement.

Spending a day in Hyannis offers a delightful mix of shopping, dining, and cultural experiences. The upbeat and colorful vibes of Hyannis promise a day of unforgettable experiences.

A Day Trip to Chatham

The perfect day in Chatham starts on Main Street. Feel the inviting nature of this town as you stroll the streets with other visitors and locals. Main Street runs through all of Chatham but the most lively part starts at the rotary connected to Stage Harbor Road. This stretch is lined with cafes, home goods stores, clothing and jewelry shops, artists, churches, restaurants, ice cream, and even a theater if you want to catch a movie.

Spend some checking out all of the unique stores. Maybe buy some Chatham merchandise or a new outfit to wear to dinner. As you make your way east, stop into a cafe and grab a coffee and a snack to refuel before continuing down the road.

As you continue on Main Street and notice the stores beginning to dissipate, keep walking towards the water until you get to Lighthouse Beach. You will know you have arrived when you're greeted by the sight of the historic Chatham Lighthouse standing tall against the sky. This towering beacon has guided mariners safely along the treacherous waters of the Cape for centuries, adding a sense of maritime history and romance to the landscape.

The beach itself is a serene haven, with soft, powdery sands perfect for lounging, picnicking, or strolling along the water's edge. The gentle waves of the Atlantic Ocean offer refreshing relief on a hot summer day. Just beware of sharks!

Grab an open seat on one of the benches and admire the panoramic landscape of the beach. If you decide to take a walk on the beach you will find a beach shack where you can leave a message and trinket to mark your visit. 

For those looking to take a walk, you can keep going past the lighthouse and take a right onto Bridge Street. Walk until you hit Stage Harbor Road, turn right onto the street and you will eventually pass Oyster Pond and end up right back at the start of Main Street. This walk offers beautiful views and a chance to admire some of Chatham’s awarded preservation homes.

After exploring all morning, you might have worked up an appetite. The solution to this lies at Chatham Fish Pier, where you can choose from a variety of the freshest seafood meals. The pier has picnic tables to enjoy lunch at. After you eat, head up to the top of the lookout and you might see some seals swimming below. Some fisherman might still be coming back from their morning at sea, and the seals will follow them diligently. You'll find these local fishermen unloading their daily catch—a colorful bounty of fresh seafood ranging from lobsters and scallops to cod and flounder. 

Chatham is filled with beautiful landscapes, ocean views, and enchanting homes, so spend the afternoon admiring it all instead of packing the day with activities. Have a happy hour drink with an ocean view to unwind, or pack up a cooler and head to one of Chatham’s public beaches.

Once you feel rejuvenated head back to Main Street for dinner and entertainment. Check out the Wild Goose Tavern or Viera on Main for an elegant dining experience, or keep the evening more lowkey at a small bar grill like Red Nun, The Squire, or Sweet Tomatoes Pizza. 

Now it's time for the post dinner stroll and sweet treat. The Chatham Candy Manor will welcome you with the most irresistible smell of their fresh goodies. They offer fudge, truffles, and a variety of the finest chocolate treats you won't find anywhere else. Buffy's ice cream is also a perfect dessert choice, known for their unique ice cream sandwiches. If you find yourself visiting on a Friday, head to Kate Gould Park for a performance from the Chatham band. The Chatham Squire often has weekly events and live music to look out for. 

Chatham has the potential to bring a relaxing peace and upscale charm to your Cape adventures. You don’t want to miss this beautiful area of lower Cape Cod!

A Day Trip to Yarmouth

A day spent in Yarmouth has the ability to be a perfect day on the Cape. And what better way to begin than with a cozy morning coffee? You won’t regret starting your day with a delicious breakfast from Lighthouse Keeper’s Pantry. The warm ambiance and fresh pastries will set a delightful tone for the day.

On a nice sunny day, visit Taylor-Bray Farm, home to a variety of animals, including sheep, goats, and cows. It is a delightful place to stroll and learn about the farm's history and preservation efforts. The serene landscape and friendly animals make it a truly enjoyable experience.

Another way to have fun in the sun involves Cape Cod’s only water park, Wicked Waves. With its thrilling water slides, lazy river, and interactive splash zones, the park offers a perfect blend of adrenaline-pumping rides and relaxing water activities. Wicked Waves provides a refreshing escape and a fantastic way to cool off on a hot summer day.

For those who want a more easy-going attraction, head over to the Edward Gorey House. This fascinating museum, dedicated to the renowned illustrator and author, is filled with his quirky and macabre art, personal artifacts, and intriguing stories. It is a must-visit for art enthusiasts and anyone curious about Gorey’s eccentric world. The Whydah Pirate Museum is another engaging historical highlight. The museum offers an immersive experience into the world of pirate history with real artifacts from the Whydah Gally.

Participate in a scavenger hunt, looking for Edward Gorey’s illustrated characters around the museum.

While exploring Yarmouth, keep an eye out for the impressive sand sculptures scattered throughout town. These intricate creations, part of Yarmouth’s annual Sand Sculpture Trail, showcase the talents of local artists.

When it’s time to eat, check out The Lobster Boat restaurant for delicious seafood dining. Known for its fresh seafood and inviting atmosphere, The Lobster Boat offers a classic Cape Cod dining experience.

No day is complete without a sweet treat! Be sure to grab ice cream at Cape Cod Creamery. This local favorite serves up delightful homemade ice cream in a variety of flavors. From classic vanilla to unique Cape Cod-inspired creations, there is something for everyone to enjoy.

As the day comes to a close, you'll want to catch golden hour or sunset from a beautiful view. Grays Beach is just the spot. A boardwalk extends over the salt marshes, providing stunning panoramic views. It is a serene location to reflect on the day and soak in Yarmouth's natural beauty.

The town of Yarmouth offers a wonderful mix of relaxation, exploration, and indulgence. Each stop promises discovery, enjoyment, and charm. Don’t forget about Yarmouth when planning your perfect Cape Cod vacation.

Stroll and Shop on Main St. Hyannis

If Cape Cod were to have a downtown, it would have to be Main Street Hyannis. Main Street has seen a rebirth over the past few years with millions of dollars having been spent to provide pedestrian-friendly sidewalks and crosswalks. Seasonal decor lends a festive atmosphere, particularly during the tourist season when the street often takes on the vibe of a good street fair. Within a few short blocks, you’ll find about 150 locally-owned shops and galleries plus approximately 40 restaurants and cafés featuring a broad range of cuisines. Many eateries feature outdoor café style dining.

Park free in any number of large parking lots located behind the stores and stroll the street’s several blocks. For friendly advice and a wealth of printed materials, check out the Visitor Information Center run by the Hyannis Area Chamber of Commerce at 397 Main Street. Here you’ll also find the John F. Kennedy Hyannis Museum, dedicated to preserving the memories of JFK and his family and their days spent on Cape Cod. The museum is a multimedia exhibit designed to reflect the man, his family, his friends and the Cape Cod he so dearly loved, offering a rare glimpse into the private and peaceful life of the country’s 35th president.

You can certainly make a day of it here. Once you’ve exhausted Main Street itself, there are side streets to explore at the north end, take the Walkway to the Sea which will lead you to the Cape Cod Maritime Museum and beyond to the Ocean Street Docks where the ferry boats to the islands are located along with charter boats, shops, restaurants and art exhibits.

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Spend the Day in Orleans

Explore Orleans

The hub of the Lower Cape, Orleans is a meeting place for many locals, who come from surrounding towns to shop, have coffee or dine. If you live around here, you’re bound to run into someone you know while having coffee, walking down Main Street, or grocery shopping – the town is home to two large supermarkets on either end, plus a friendly market right in town.

In the same direction, it’s a short drive or bike ride to East Orleans, where shops cluster around the post office; keep going and you’ll come to Nauset Beach, with its wide, sloping swath of white sand and crashing waves. It’s an inspiring place to stroll in the evening when the crowds are gone.

On the other end of town is Rock Harbor on Cape Cod Bay, where charter fishing boats keep busy all summer taking folks out for a taste of deep sea fishing. Also on the bay is Skaket Beach.

Orleans has plenty of cultural activity, including the French Cable Station Museum, which was the terminus for the first transatlantic cable between the U.S. and France. It’s only one of the town’s French connections, the other being its name. Beer lovers take notice—— there is a new brewery in town, and it is all the buzz. If you are a craft beer fan be sure to stop by Hog Island Beer Co. on West Road located behind the Jailhouse Tavern. The brewery has a pub and outdoor patio seating.

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Get Lost in Provincetown

Get Lost on the Tip of the Cape

On the very tip of Cape Cod, Provincetown is a unique blend of old-fashioned fishing village and hip arts community. Its narrow streets are lined with charming old homes and its main thoroughfare, Commercial Street is filled with unique shops, top-notch art galleries and inviting restaurants. It’s a great place to spend a day because there’s so much to do. Provincetown was selected by the National Historical Society as one of the top 12 historic places in the country. While Provincetown is known for its vibrant downtown and arts scene, there are also incredible natural landscapes to explore.

Explore Long Point:

At the tip of Cape Cod, Long Point is the perfect location if you’re looking to get away from it all. This rugged landscape features breathtaking views of Provincetown from across the harbor, plus the awe-inspiring sight of the expansive blue Atlantic. This protected land is teeming with wildlife, from a wide variety of birds to fish, starfish, and other sea creatures. Long Point Lighthouse is one of the main features of this area. This picturesque old lighthouse is tucked behind grassy dunes, overlooking Long Point Beach. Spend the day swimming, exploring, and bathing in the warm summer sun to get the most out of this unique spot; you’ll feel like you’re at the end of the Earth. 

Ride the Long Point Shuttle from Flyer’s Boat Rentals

During peak season, the Long Point Shuttle leaves from MacMillian Pier every hour. The shuttle also stops for pick-ups at the Boatyard dock in the West End at ten past the hour. Take the shuttle in the morning to spend the entire day on Long Point. You can also rent a boat from Flyers Boat Rentals to cruise around Provincetown Harbor on your way to Long Point.

Walk the Causeway

If you’re feeling adventurous, embark on the 6-mile loop across the Provincetown Causeway (a long jetty) to get to Long Point Light and back to Commercial Street. The trail begins at Pilgrims Landing at the end of Commercial Street. Make sure to time your trip around the low tide, as the causeway is not accessible during high tide. There is no shade, so pack water and snacks. The 1.25-mile jetty can get congested during peak season; we recommend bringing a mask in case passing other hikers at a safe distance is impossible. 

Hike along the Beach 

If you want to make a day out of it, embark on the 8-mile loop that starts in the far end of the South Parking Lot at Herring Cove Beach. At first, you’ll walk through vegetation, but the path turns into beach pretty quickly. We recommend packing food and plenty of water and making a day out of it. The trail passes by the Wood End Lighthouse at mile 2, and you’ll get to Long Point Light at mile 4. 

Bike the Province Lands Trail:

A great way to enjoy Provincetown's natural environment is to rent a bike for the day at one of the many local bike shops. While there are many places in Provincetown to explore by bike, we recommend the stunning Province Lands Bike Trail. This 5-mile intermediate loop navigates around the Province Lands, passing pine forests, sandy dunes, ocean, and cranberry bogs, with access points at Race Point Beach, Herring Cove Beach, the Province Lands Visitor Center, and the Beech Forest Parking Lot. 

Start at the Province Lands Visitors Center. Turn left on the trail and travel 1 mile to Race Point Beach. At Race Point, stretch your legs, admire the ocean, and check out the Life-Saving Station nestled in the dunes. From there, continue to the main loop of the trail. You'll pass large dunes, oak trees, and a sweeping view of the ocean on the right. In about 3 miles, you'll reach the Herring Cove Beach spur, an extension of the Province Lands trail that adds two miles (round trip) onto the loop. If you've brought food with you, Herring Cove is a beautiful place to enjoy lunch and rest on the beach. There is signage to direct you to Herring Cove if you so choose. One mile after crossing Province Lands Road, you'll turn right to pass through a tunnel. Stay on that road to get to the beach.

Otherwise, stay on the main loop to head toward Bennett Pond. Here, sandy dunes fade into pine forests. This stretch of trail is peaceful and void of the sound of traffic. Riders will pass a lush forested landscape as well as cranberry bogs. The Beech Forest Parking lot and picnic area offer views of Blackwater Pond. Those who love to hike will want to return later to wander along the Beech Forest Trail, an excellent place for bird watching. The final mile of the Province Lands Trail features a hilly section. Beginner riders may choose to walk their bike up the steeper hills in this section. When you return to the Visitors Center, take the time to learn about the history and natural environment of the area you just explored. This summer, park rangers are staffing outdoor information stations and providing short orientation talks. Remember to wear a helmet and ride with care through the sandy sections of the trail. Follow state guidelines by social distancing and bring your mask in case there are many people on the trail. 

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