Events & Experiences
Events & Experiences

Live music, food trucks and farm-to-fork.

Friday-night gatherings, harvest mornings, lavender picking and dinners under the canary palms.

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March – December

Friday nights, harvest days and dinners under the palms.

There is always a reason to gather at Great Bear. From March through December, Friday nights bring live music from 6–7:30pm and rotating food trucks from 5–8pm — jazz, oldies, folk and country alongside wood-fired pizza, Maine lobster, Louisiana cooking, BBQ and burgers.

Seasonal Experiences
01
Friday Night Music & Food Trucks

Friday Night Music & Food Trucks

Live music 6–7:30pm and rotating food trucks 5–8pm, March through December — jazz, oldies, folk and country.

02
Vineyard & Winery Tours

Vineyard & Winery Tours

Walk the rows and the cellar with our team, by request.

03
Grape Harvest & Winemaking

Grape Harvest & Winemaking

Pick, crush and destem, watch the yeast pitched, taste from barrel, and share a harvest lunch.

04
Lavender Picking

Lavender Picking

Cut fresh lavender mid-May to mid-July — proceeds go to local charities.

05
Farm-to-Fork Dinners

Farm-to-Fork Dinners

Mediterranean menus by local chefs, indoors for 10–14 or al fresco for 50+.

06
Annual Lobster Boil

Annual Lobster Boil

Maine lobster and estate wine — our most beloved summer tradition.

07
Cheese & Wine Pairing

Cheese & Wine Pairing

Local and international cheeses with a welcome glass of bubbly.

At the Table

Pairings & dinners made for the season.

Farm-to-Fork Dinners

Local chefs, estate ingredients

A Mediterranean three-course dinner in the tasting room for 10–14 guests, or al fresco for up to 50+ — built around what the farm is giving that week.

Annual Lobster Boil

A summer tradition

Maine lobster, sunshine and estate wine — our most beloved event of the year.

Chocolate & Wine Pairing

Welcome bubbly + four pairings

A welcome glass of sparkling, then four chocolates paired to four of our wines.

Cheese & Wine Pairing

Local & international cheeses

A curated board of local and international cheeses with welcome bubbly.

Harvest and winemaking
Hands in the Harvest

Pick, crush and taste from barrel.

Our Grape Harvest & Winemaking experience puts you in the rows: pick the fruit, crush and destem, watch the yeast pitched, taste from barrel, and gather for a harvest lunch. Pair it with a Vineyard & Winery Tour by request.

  • Vineyard & Winery Tours — by request
  • Grape Harvest & Winemaking — pick, crush, barrel taste, lunch
  • Lavender Picking — proceeds to charity
  • Yoga & Wine · Paint & Sip
Events Sell Out

Reserve your spot at the next gathering.

Plan Your Visit