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Pop-Up Street Cape Cod -The Curated Creative Weekend
Discover Cape Cod beyond the beaches.Pop-Up Street offers curated weekend experiences for visitors who want to explore Cape Cod through art, food, culture, and connection.
Instead of spending your vacation searching for things to do, we bring together the best of Cape Cod’s creative community — artists, chefs, musicians, wellness hosts, and cultural spaces — to design a memorable weekend itinerary.
Perfect for:
girls’ weekends
boys' weekends
couples trips
group trips
birthdays
bachelorette celebrations
creative retreats
solo travelers
Our experiences combine hands-on workshops, curated food moments, and local cultural events into one unforgettable weekend.
What’s Included
Your Pop-Up Street Creative Weekend includes a mix of curated experiences designed to showcase Cape Cod’s creative culture.
Experiences may include:
• Paint & Sip or art workshop
• Candle making or creative craft workshop
• Wellness experience such as yoga, meditation, etc
• Curated culinary experiences with local chefs and restaurants
• Pop-Up Street social events with music/art and drinks
• Local nightlife or cultural events
• Curated brunch or coffee experiences
Every weekend is designed to feel social, creative, and relaxed, allowing guests to explore the Cape while connecting with local makers and fellow travelers.
A Sample Creative Weekend
Friday — Welcome to the Weekend
Arrive on Cape Cod and settle into your hotel or Airbnb.
Start the evening with a Pop-Up Street Welcome Social, where guests meet other travelers, artists, and locals in a relaxed creative setting.
Experiences may include: (includes one or more)
• Paint & Sip
• Cocktail/Wine tasting
• Creative networking event
• Art pop-up with live music
This is the perfect way to begin the weekend.
Saturday — Art, Culture & Culinary Experiences
Saturday is the heart of the Pop-Up Street experience.
Guests participate in hands-on workshops and curated food experiences designed to showcase Cape Cod creativity.
Possible experiences include: (includes one or more)
Morning
• yoga or wellness experience
• coffee and pastry stop at a local café
Midday workshop (includes one or more)
• candle making
• painting workshop
• jewelry making
• floral design
• photography
Afternoon culinary experience (includes one or more)
• curated lunch stop
• tasting experience with a local chef
• dessert or coffee tasting
Evening experience (includes one or more)
• live music or DJ event
• cocktail tasting
• Pop-Up Street cultural event
Sunday — Slow Coastal Morning
Sunday mornings are designed to be relaxed and reflective.
Guests enjoy a final curated experience before departing Cape Cod.
Options may include: (includes one or more)
• coastal brunch experience
• scenic walk
• art
• local farmers market visit
Guests leave feeling refreshed, inspired, and connected to Cape Cod’s creative community.
Private Airbnb Cooking Experiences
One of our most popular experiences is the Pop-Up Street Private Cooking Experience.A local chef or culinary host comes directly to your Airbnb or vacation rental to guide your group through a fun and interactive cooking experience.
Together you will:
• learn new recipes
• cook alongside a local culinary host
• explore the new diverse flavors that are shaping the flavors of the region
• enjoy the meal you created together
This experience is perfect for:
• girls’/boys' trips
• birthday weekends
• couples groups
• family gatherings
groups
No driving — the experience comes to you.
Optional Transportation
Guests can add the Pop-Up Street Creative Shuttle to their weekend package.
Transportation may include:
• pickup from your Airbnb or hotel
• rides between events
• safe return transportation after nightlife events
This makes it easy to enjoy Cape Cod without worrying about parking or driving.
Weekend Package Pricing
Creative Weekend packages typically range from:
$395 – $495 per guest
Packages include multiple curated experiences and select culinary moments throughout the weekend.
Airbnb accommodations are booked separately by guests (but we can recommend great places to stay)
Why Choose Pop-Up Street?
We are a creative cultural platform connecting visitors with Cape Cod’s artists, chefs, musicians, and makers.
Our mission is to showcase the region’s vibrant creative community while giving travelers meaningful local experiences.
Each weekend supports local creatives and small businesses across Cape Cod.
Join a Pop-Up Street Creative Weekend
Curated weekends are offered throughout the year, with expanded programming during the summer season.
Spaces are limited for each weekend.
Visitors can:
• join scheduled Pop-Up Street weekends
• book private group experiences
• customize a creative weekend itinerary
✔ Plan your Cape Cod creative getaway
✔ Connect with local artists and chefs
✔ Experience Cape Cod culture in a new way