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  • Nichole Willey

Unlock Romance: 12 Unforgettable Ways to Spend Valentine’s Day on Cape Cod

As Valentine's Day draws near, love is in the air, and Cape Cod offers an array of enchanting options to celebrate this special occasion. From charming bistros to upscale eateries, captivating shows to unique gift shops, there's something for every couple to enjoy. To help you plan the perfect Valentine's Day, we've curated a list of the top 12 destinations on Cape Cod to ignite passion and create lasting memories. So, seize the moment with your beloved and prepare to embark on a journey of romance and enchantment!


Chatham Orpheum Theater

With nearly a century of rich history, the Chatham Orpheum Theater holds the distinction of being the first cinematic venue in Chatham. After a period of closure, it was lovingly restored to its original glory. Today, it continues to enchant visitors with a diverse selection of films. Treat yourself and your loved one to a movie night at this local gem, either before or after your Valentine's Day dinner, and contribute to the preservation of this historical landmark.



Conveniently situated in Mashpee Commons, Siena offers the perfect combination of shopping and Italian cuisine. Named after the charming town in Italy, Siena exudes warmth and hospitality, serving up delicious drinks and homemade dishes that are sure to satisfy your cravings. This is a personal favorite of Nichole’s and her husband’s.


The Academy of Performing Arts

Step into the world of theater and creativity at The Academy of Performing Arts in Orleans. Hosting captivating theatrical shows and educational classes, this historic theater is a beloved institution in the community. As a non-profit organization, they welcome individuals interested in teaching, acting, and learning to join their vibrant community. Treat your loved one to a memorable Valentine's Day by attending a show and enjoying dinner in the charming town of Orleans.


Belfry Bistro

Nestled within a picturesque Inn, the Belfry Bistro is renowned for its culinary excellence. Whether you opt for indoor dining or choose to enjoy the charming back patio during warmer weather, you're in for a treat. With crackling fireplaces and the soothing melodies of live piano music, this cozy eatery embodies quintessential New England charm. Indulge in their delectable menu featuring fresh seafood and locally-sourced delights for an unforgettable dining experience.

For booking & reservation:

📍Wellfleet + Truro + Provincetown

Box Lunch

For a relaxed dining experience, head to Box Lunch, where you'll find delectable sandwiches crafted from the finest ingredients. Whether you're planning a romantic picnic for two or a family outing, their menu has something for everyone to enjoy. Be sure to sample their signature "rollwich," a delightful creation featuring fresh pita bread rolled around your choice of fillings.

For orders please call:

Wellfleet - 508-349-2178 Truro - 508-487-4545

Provincetown - 508-487-6026


Cape Symphony

Immerse yourself in the enchanting world of music and art at the Cape Symphony, housed in a magnificent theater. With awe-inspiring performances and a range of art classes on offer, the symphony plays a vital role in the local community. Show your support by attending one of their captivating shows or participating in their enriching classes.


Falmouth Cinema Pub

Looking to combine dinner and a movie this Valentine's Day? Look no further than the Cinema Pub in Falmouth. Sink into plush leather seating while enjoying tableside service as you immerse yourself in a cinematic journey. Whether you prefer 3-D or traditional films, this local theater offers a unique and comfortable setting to enjoy a night out

📍 Mashpee + Falmouth


Elevate your Valentine's Day celebration at Estia, a modern Greek restaurant with a contemporary twist. Delight your taste buds with wood-fired pizzas and an array of authentic Greek dishes. On Saturday nights, both locations come alive with the enchanting sounds of live music, adding an extra layer of ambiance to your dining experience.



Overlooking the picturesque Provincetown Harbor, Fanizzi’s boasts a stunning dining room and bar. Indulge in the freshest seafood and innovative Italian-inspired dishes, perfect for both family outings and romantic evenings.

For reservations, call +1-508-487-1964

📍Falmouth + Mashpee

Ghelfi’s Candies of Cape Cod

A cherished family-owned establishment, Ghelfi’s Candies has been a beloved fixture in Falmouth for over three decades, with an additional location in Mashpee. Treat yourself to their premium handmade chocolates and candies, ensuring a sweet and delightful experience.


Cabot’s Candy

Immerse yourself in the rich history of Provincetown at Cabot’s Candy, a quaint shop that has been crafting hand-pulled saltwater taffy since 1927. Savor the taste of traditional New England sweets, including their renowned saltwater taffy, available both in-store and online.

Are you dreaming of a getaway to Cape Cod, the picturesque gem of Massachusetts? Planning the perfect accommodation is a crucial part of turning your vacation into a memorable experience. Look no further – navigating through our collection of properties is a breeze. Our user-friendly website,, allows you to effortlessly explore various options, each accompanied by detailed descriptions and high-quality images. Find the property that speaks to you and fits your vacation vision seamlessly.


Enjoy your foray into the Cutting-Edge Interior Design Trends of 2024 if you haven’t already, and keep us in mind if you or anyone you know is in the market for a new home, or looking to sell, invest, rent, or anything else we can assist with!

Nichole Willey & Team

Call/ Text Nichole @ 508.737.3567

Call/ Text Evelynn @ 774.521.5899

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