Treat yourself to a well-deserved evening out while your child enjoys a safe and fun playdate at Earthstar. For your child(ren) and a few friends, the night will include indoor and outdoor play, pizza dinner, and movie on a night that works for you and for us at Earthstar (to be coordinated upon winning).  4-8pm, ages 2+.

Stay in one of Cape Cod’s iconic mid-century modern houses. Choose between five houses - Hatch House, Kugel / Gips House, Weidlinger House, Kohlberg House, Breuer House - and spend a long weekend outside of peak summer season.  Exact dates and house to be coordinated with Cape Cod Modern House Trust upon winning.

More info at Cape Cod Modern House Trust

The Commons is a collaborative workspace for artists and small business, serving the cape and islands all year long. 

Coworking Our open floor plan Coworking space is over 1,500 sq. ft. with 42 workstations and an additional 6 soft seating spaces. Open year-round, seven days a week, our Coworkers have access to our OpenCape fiber optic broadband internet, 5 private Meeting Rooms, 3 soundproof ROOM phone booths, our multifunction Canon ImageRunner printer, a large format printer, and a communal Lounge. $375 value.

The Nor'East Beer Garden is an oasis of craft beer, classic and garden-inspired cocktails, and from-scratch food in the heart of Provincetown, MA.

https://www.thenoreastbeergarden.com/

Win a gift basket from Salty Market including

• "Death by Bagel" mug
• Salty Market Mug
• Salty Market T-shirt
• Bola Granola
• Snowy Owl Local's Blend Coffee
• Luigi Giordano Vino Rosso
• Cook's Organics Magnesium Cream (travel size)
• Berthe Sardines

https://thesaltymarket.com/

$250 Value

• Our personalized, concierge style service includes complementary pick up & drop off within town limits. 

• Each trip is exclusive to your group. Our flat rate includes up to four people. So, you get to choose the music.

• Feel the breeze through your hair as you smell the salt air. HINT : it can get windy (tight fitting hats, if you don’t want them to blow away)

• Don’t worry if you forget the sunscreen, we have extra!

• ALL TOURS SUBJECT TO THE WHIMS OF NESTING SEABIRDS

https://www.toplesstoursptown.com/

Open Daily Yearround.

212 Bradford St, Provincetown.

https://www.eastendmarketplace.com/

"Orchids"

11X15

Oil on Wood

$300 Value

Wendelin Glatzel is an artist and builder who was lived on Cape Cod for over thirty years.

https://www.wendelinglatzel.com/

Born and raised on the tip of Cape Cod, self-expression and artistic collaboration are in Stephen Wells’ blood.  He never takes for granted the beauty of the land and sea nor the magic of the creatures who call this sandbar home.   

Stephen takes pride in being a mixed media artist, with a current focus in oil and traditional white line prints.  Stephen’s work centers around the ebb and flow of life on Cape Cod and features both natural majesty and rustic objects.   

In addition to being a working artist, Stephen has owned a frame shop in the Provincetown/Truro area since 2013 and has framed thousands of works of art from all over the world.  He is also exceptionally passionate about learning, teaching and collaborating within the local art community.  Stephen takes the opportunity to study white line printing and Cape School of Art techniques with local experts every chance he gets. 

https://www.studioprovincetown.com/

Local Lobsters off the F/V Miss Lilly available any time after 6/15 to be coordinated with Tasia Rego.  You will be lobster ready for your next summer dinner party!

Rustic brick-walled eatery, formerly a blacksmith shop, boasts refined seafood dishes & a bar scene.

https://www.blackfishtruro.com/location/blackfish/

$189 Value

We offer a comprehensive set of CrossFit classes for those in Orleans, MA. Whether you're new to the sport or an experienced athlete, we have a class that will help you.

https://www.crossfitnauset.com/

$150 Value

Jobi™ Pottery is a Truro, woman-owned, cottage industry creating hand-crafted pottery on Cape Cod.

Original owners, Joe Colliano and Bill Hastings (Jo-bi) began their business in a little hot dog stand near the Cape Cod Highland Lighthouse in 1953. Today, owner/designer Susan Kurtzman still uses the same methods and original mid-century casting molds to create Jobi Pottery by hand in her Truro studio.

The retro and mid-century look of our pottery shapes and designs can be traced back to Cape Cod-inspired originals, but we’ve also added new colors and motifs to complement the line we create.

https://jobipottery.com/

Liquor store known for its selection of craft beers, including single bottles.  The store also sells souvenirs and other gift items.

Alyssa turns toward the therapeutic techniques of Swedish Massage and Trigger Point Therapy, along with the holistic practices of Shiatsu, Reiki and Plant Spirit Medicine to support her clients in their healing.  $100 Value

http://www.consciousbodymassage.com/

This 90-minute massage is a deeply nurturing experience I offer with care and intention, giving your body time to fully relax and reset. I blend modalities like Swedish, deeper therapeutic work, and gentle stretching, using adaptive pressure that’s guided by what your body needs in the moment. It’s designed to release tension, support your nervous system, and leave you feeling grounded, restored, and truly cared for—inside and out. $180 value.

Isabel Souza is a ceramic artist, teacher and shop owner based in Truro, Massachusetts. In 2019, Isabel graduated with a BFA from Syracuse University. She pursued several mediums including ceramics, textile design, silkscreen and fashion photography. During a semester abroad in Florence, Italy, Isabel cultivated new ideas around craftsmanship, art, and fashion that she would use to inform her own work. After graduating, Isabel returned to her hometown on Cape Cod to pursue her dream of establishing a ceramics business. Isabel’s goal as a ceramic artist is to create functional handmade objects that hold stories and add meaning to our surroundings. Her designs aim to feel personal in how they interact with the human body-  whether it is a mug that we hold to our lips and cradle in our hands for warmth, a serving bowl that is passed between loved ones at a dinner table or a pair of vibrant earrings that we thread through our ears on special occasions. Isabel’s hope is that her works spark as much joy for their users as the creative process kindles for her.

Visit her shop at 313 Main St, Unit #5 (downstairs) in Wellfleet.

https://www.isabelsouzastudio.com/

A great way to enjoy Provincetown. 7 days a week, 4 trips a day.

https://mayflowertrolley.com/

Welcome to Truro Vineyards, located on Shore Road in Truro, MA and perched between the Atlantic Ocean and Cape Cod Bay. The rugged beauty of our small town is big: with miles of unspoiled beaches and dramatic sand dunes, Truro is a treasure. We love working here, crafting premium wines for your enjoyment and creating a peerless seasonal destination for visitors.

Each year we open our doors to wine lovers from around the world and we invite you to join us. Truro Vineyards is a family business, owned and operated by the Roberts family since 2007. After 40 years in the fine wine and spirits industry, with 20 years as a CEO of United Liquors, vineyard owner Dave Roberts retired in 2006 and began to pursue his dream of winemaking, enlisting his family’s commitment and support.

We are hands on owners. We run wine tastings, work in the gift shop, assist in the fields and contribute to the wine making process. We’re proud of Truro Vineyards and look forward to welcoming you. Enjoy a wine tasting under our new pavilion and take a free guided tour of the vineyard and winery, including our state of the art barrel room. Learn about the art of maritime grape growing, and its yield of intense flavor and lush varietal character.

Come hungry—Blackfish Restaurant’s Crush Pad Food Truck serves lunch and snacks, and our gift shop offers an assortment of fine cheeses and accompaniments that you can enjoy on our front lawn. Find more information on our location and hours here, and we’ll look forward to seeing you soon.

Spiritus is a family-run pizza shop and coffee bar, serving Lewis Brother’s homemade icecream, as well as select Haagen-Dazs flavors. It is home to Provincetown’s finest & famous espresso shake, and Cape Cod’s favorite pizza.

https://spirituspizza.com/

Kung Fu Dumplings has become a local favorite for their handmade dumplings and other food at both their Provincetown and Truro Locations.

https://kung-fu-dumplings-ptown.square.site/

Local 186 is inspired by the burger and all it can be.

Local chefs Eric Jansen and Guillermo Yingling, with a combined 40 years of cooking experience on the Outer Cape, have joined forces to bring you Local 186.

At Local 186, you’ll find locally sourced meats, seafood, cheeses, house-made condiments, and inventive twists on classic sides, paired with a selection of eclectic beers, cocktails and a carefully curated wine list.

. Positioned on Commercial Street, where you will find both indoor and outdoor seating, Local 186 is officially welcoming all lovers of food and drink.

https://www.local186.com/

Home of the Rollwich
Serving You Since 1977!

https://boxlunchcapecod.com/