Jul 26
Sunday, July 26, 2020 5:00 pm - 7:30 pm Location to be determined
Martha's Vineyard

Join us at the 2020 Possible Dreams!

Possible Dreams is Martha’s Vineyard Community Service’s largest annual fundraiser. The event gives people the opportunity to purchase unique on and off-Island experiences, while giving back to MVCS. Since its inception, Possible Dreams has raised over $8 million for Community Services.

Save the date for Sunday, July 26, 2020 for an evening guaranteed to impact our Island community well-beyond the summer.

“We want to emphasize that this year’s event will be fun and festive and there will be something for everyone”  Liza May, Possible Dreams chair.

12 Dreams of Summer (2019’s live auction items)

We’re inviting you and three friends to “take a closer look” with Seth Meyers as VIP guests to his show Late Night with Seth Meyers.  You’ll have great seats to watch the filming of the show, plus you’ll have a meet and greet with Seth.  While you’re in NYC, do what New Yorkers do, go to the MET. You and your three guests will enjoy a private tour of the Metropolitan Museum of Art led by museum docent, Keith Heller.  After your tour, marvel over your experience and the artwork in the members’ lounge with wine and hors d’oeuvres.  As an added bonus, stop over at the Museum of Modern Art to use your family membership and take in the permanent and temporary exhibitions.  For a sweet treat, wander by the Cupcake Market and pick up some goodies with your gift certificate.  As an added bonus, here’s a $250 gift card to be used towards transportation, accommodations or another treasure in NYC.

Donors:  Seth Meyers, Metropolitan Museum of Art, Keith & Honey Heller, Museum of Modern Art, Cupcake Market, Diane Nordin & Thomas Keller

Restrictions:  Subject to availability, guests for Seth Meyers must be at least 16 years old.  Mutually agreeable dates and times for MET tour. Accommodations and transportation are not included.

Treat yourself, and five of your nearest and dearest, to a luxury luncheon cruise from Martha’s Vineyard to Nantucket aboard the exquisite 91-foot motor yacht DiDay.  Let Captain Kevin Ward navigate the Nantucket Sound while you soak up the sun, talk, sip, laugh and connect with those you love.  Charlayne Hunter-Gault, Civil Rights activist, author and award- winning journalist, and her husband, Ron Gault, businessman and banker, winemaker, and golf aficionado will join your group for a delightful afternoon. Photographer,  Lynn Christoffers will cruise with you to capture the memorable moments from the day.  Go ahead, make a memory. As an added bonus, you’ll have this unique piece of jewelry from GoGo Jewelry as a keepsake from your cruise.  You deserve this!

Donors:  Anonymous, Captain Kevin Ward, Charlayne Hunter-Gault, Ron Gault, Lynn Christoffers, GoGo Jewelry.

Restrictions: Mutually agreeable date.

Join Cathy Walthers, cookbook author and co-founder of Slow Food Martha’s Vineyard, co-founder of Island Grown Initiative, for a gourmet trip around the Island. You and five guests will travel with Cathy as she guides you through a day of culinary adventures.  Stops will include a tour of Allen Farm, the oldest working farm on Martha’s Vineyard. You’ll sample Allen Farm lamb before heading over to The Grey Barn & Farm for a cheese tasting and dairy tour. Go from Up Island to Down Island for a 1 ½ hour tour at The Lagoon Pond Dock at the Cottage City Oyster Farm, including an educational tour of the workboat as you observe the beginnings of the baby oyster seeds to harvesting market oysters.  Once all the adventures have ended, you’ll drive over to the modern and elegant Slough Farm to enjoy a farm to table locally sourced dinner prepared by guest chef Austin Racine with the provisions from the day’s tours as well as fresh produce from Morning Glory Farm and additional incidentals from Vineyard GrocerYour Market will provide the wine, beer and sparkling water for the dinner.  As a keepsake of this culinary experience, the winning bidder will take home two flour sack tea towels by local artist, Cut Paper Island, and an exquisitely hand-carved wooden bowl from Chappaquiddick Wood Co. made from a tree on the Vineyard. Bon Appetit!

Donors: Cathy Walthers, Allen Farm, The Grey Barn & Farm, Cottage City Oyster Farm, Slough Cove Farm, Austin Racine, Morning Glory Farm, Vineyard Grocer, Your Market, Cut Paper Island, Chappaquiddick Bowl Co.

Restrictions: Mutually agreeable date for up to 6 total guests after September 15, 2019.

A beloved Dream with sculptor Tony Holand who invites you and a guest to join him in his studio to create your own one-of-a-kind masterpiece.  Tony, of Tuck & Holand, best known for their distinct fine detail and craftsmanship in their weathervanes, is a master sculptor who creates both 2 and 3-dimensional works of art.  There is a two-year waiting list for one of Tony’s creations, but you’ll jump to the front of the line with your winning dream. After your half day with Tony in his studio, it’s time for a sunset sail aboard Catboat Charters with Captain Kurt Petersen.  Ask another couple to join you for the sail to hear about what you created in the studio.  Stop by Black Sheep before you set sail to pick up a few hors d’oeuvres with this $75.00 gift certificate.  You’ll be all set for your sail with wine, beer and sparkling water provided by Your Market

Donors: Tuck & Holand Metal Sculptors, Catboat Charters, Captain Kurt Petersen, Black Sheep, Your Market.

Restrictions: Mutually agreeable date

Are you ready to Rock the Red in Washington, D.C.?  The Washington Capitals won the Stanley Cup in 2018 and now it’s your turn to win big.  Capitals’ owners Jack Davies and Kay Kendall are inviting four people to enjoy a home game from the owner’s box during the 2019 – 2020 regular season.  Watch the game and enjoy dinner and drinks as though you owned the Stanley Cup Champs. You won’t take home the Stanley Cup, but you will take home a Caps jersey signed by Alex Ovechkin.  Use this $250 gift card to buy Caps memorabilia, or towards an overnight stay or transportation to D.C.

Donors: Jack Davies and Kay Kendall, Diane Nordin & Thomas Keller

Restrictions: 2019 – 2020 regular season tickets on a mutually agreeable date.  Tickets for Playoff Games are not included. Accommodations and transportation to/from D.C. are not included.

Step off the treadmill of life and escape to Misty Meadows Equine Learning Center. Five couples are invited for a two-day, one-night  retreat at the horse center with horse experiences, that can include meditation, horse communication, yoga, or equine learning depending on the preference of the group.  Guests will check in at Misty Meadows the first morning for an orientation and the first horse experience followed by lunch provided by Life at Humphrey’s and an afternoon activity plus yoga or meditation guided by Jen DeLorenzo.  That evening, guests will enjoy dinner for 10 at Sweet Life Cafe in Oak Bluffs.  The next morning, the guests will join photographer, Michael Blanchard for a beach sunrise and a morning of photography.  The sunrise walk will include a guided experience with Annie Colangeli using singing bowls, drums and other instruments.  Once they return to the equine center, they will be greeted with breakfast pastries from Scottish Bakehouse and start the day’s activities including another horse experience, yoga or meditation, more photography and hiking through the surrounding trails around the center.   Lunch will be included as well as a wrap up session to conclude the retreat. In honor of Peter Simon, Ronni Simon has offered a signed copy of his most recent book as a keepsake of this special dream. As an added bonus, Michael will compile photos taken over the two-day period, into a short keepsake video for each of the guests.

Donors: Misty Meadows Equine Learning Center, Life at Humphrey’s, Jen DeLorenzo, Sweet Life Café, Michael Blanchard, Annie Colangeli, Scottish Bakehouse, Ronni Simon

Restrictions: Transportation to/from Martha’s Vineyard is not included.  Accommodations, for five (5) couples, not 10 individual rooms, provided at Misty Meadows, on a mutually agreeable date in September or October 2019

Calling all theater enthusiasts!  You and a guest will delight in these two tickets to the Metropolitan Opera in New York City for either an evening or a matinee performance provided by the Metropolitan Patrons Pam and Bill Craven.  Included in this Met Opera experience is either brunch or dinner at the Grand Tier restaurant with dessert at intermission plus a backstage Patron’s tour.  If you schedule for a weekday, you can get a sneak peek into the costume or wig shops. For your NYC encore, you’ll have two producer house seats to a Broadway show courtesy of noted producer, Peg McFeeley Golden.  It is known that House Seats are considered the “best seats” in the house! When you depart NYC, the stage will be set closer to home. You’ll enjoy two tickets to any performance at The Yard in the Nanon Theater with preferred parking and reserved seating, and you’ll have two tickets to a show at the Martha’s Vineyard Playhouse between now and July 2020!  Use your $250 gift card for transportation or accommodations in NYC or an extra special treat for yourself and guest. Don’t forget to take home this small ceramic tray depicting an opera scene as your memory for this experience.

Donors: Pam & Bill Craven, Peg McFeeley Golden, The Yard, Martha’s Vineyard Playhouse, Diane Nordin & Thomas Heller

Restrictions: Tours at the Metropolitan Opera between November 7, 2019 – April 30, 2020 with some blackout dates.  Broadway tickets – to be determined based on date and show with tickets to Hamilton not included. Tickets confirmed 30 days in advance.  The Yard – tickets at normal ticket rate with performances between August 2019 – August 2020. Martha’s Vineyard Playhouse – certain performances may be excluded with tickets to be used before July 28, 2020.

Leave your sneakers and bring the biscotti, because this history tour is all about your taste buds.  You and seven guests are invited to dinner in Aquinnah with culinary historian and cookbook writer, Dr. Jessica Harris. Your amazing dinner will be prepared by professional baker and Orange Peel Bakery owner, Juli Vanderhoop.  The menu will celebrate their joint histories and love of the Island. As an Aquinnah Wampanoag tribe member, Juli’s style of cooking honors and reflects her Native American ancestors. Dr. Harris is a long-time seasonal resident and author of 15 books primarily focused on culinary history, foodways, and African diaspora.  Dr. Harris will curate the dinner along with Juli and read from texts between courses. As an added bonus, up to 10 guests will enjoy a private tour of the new Martha’s Vineyard Museum with Board Chairman Stever Aubrey, and have special access to the archival collection storage area.  Lunch in the Museum Cafe is also included. 

Donors:  Dr. Jessica Harris, Juli Vanderhoop, Martha’s Vineyard Museum, Stever Aubrey

Restrictions: Must take place between August 15, 2019 – September 15, 2019 on a mutually agreeable date.  Tour of MV Museum on a mutually agreeable date.

It’s now or never! Chilmark Chocolates, the Island’s most iconic chocolate shop, is closing its doors at the end of this year. We are offering you a unique experience: You and five friends will be chocolatiers at Chilmark Chocolates and you will take home all the treats you make. Start dreaming now of Menemsha Mints, Tashmoo Truffles,  Beetlebungs, Squibnuggets, or your personal favorite. You can put your treats in these two hand-blown glass bowls created by Mark & Michiko Weiner of Martha’s Vineyard Glassworks.  After your sweet experience, head up to Cliffhangers, voted Best of the Vineyard for outdoor dining 2019, for lunch and to reminisce about your creations.

This is a wonderful opportunity to support the relationship between Chilmark Chocolates and MVCS Disability Services.  The mission of MVCS Disability Services program and Chilmark Chocolates is to promote community integration and independence of Island residents with disabilities. We support the inclusion of individuals with intellectual, mental, physical or developmental disabilities within our community and throughout their lifetime so that they may live full, active and engaged lives.  All the funds raised from this dream will directly support the work of MVCS’s Disability Services programs.

Donors:  Chilmark Chocolates, Mark & Michiko Weiner, Martha’s Vineyard Glassworks, Cliffhangers

Restrictions:  Chocolate experience for up to 6 people for 45 minutes on a mutually agreed upon date in 2019.

The summer of `69. A time of firsts you’ll recall to this day. Did you attend Woodstock?  Where were you when Apollo 13 landed on the moon? This Dream will take you down memory lane and create a few new memories.  You and 3 guests will tour Chappy and Cape Pogue with the Trustees of MV. Because you love music, we’ve got two tickets for you to enjoy Livingston Taylor with special guest, Isaac Taylor on August 23, 2019, at the Old Whaling Church. We know you didn’t fly to the moon, but now you will touchdown at the Oak Bluffs home of astronaut Bernard Harris for dinner and conversation.  Dr. Harris was the first African American to perform an extra-vehicular activity (spacewalk) during the second of his two Space Shuttle flights. Your dream is about to take off, so fasten your seatbelts for a trip to Nantucket with two roundtrip Hyline passes and a two-night stay at the lovely Nantucket Hotel.  Once on Nantucket, you and a guest will join Elin Hilderbrand at her home for an afternoon discussion of her new book, Summer of `69, with wine and appetizers made by Elin.

Donors:  Trustees of MV, Livingston Taylor, Dr. Bernard Harris, Hyline, Nantucket Hotel, Elin Hilderbrand.

Restrictions:  Mutually agreeable date for dinner in Oak Bluffs and book discussion on Nantucket.  Accommodations on an available basis off season. 

If you love the Red Sox, and who doesn’t, we’ve got a dream of a Dream for you.  Red Sox Vice-Chairman David Ginsberg has invited the winner and a guest to cheer on the Sox for a 2019 regular season game from the Owner’s Suite, complete with food and beverages.  Come early for a pre-game private tour of Fenway Park and access to the field for batting practice. While in Boston, use your $100 gift certificate to the new Italian restaurant Ora on Boylston Street.  Now if that wasn’t a sweet home run, you’ll also win tickets for two to a Sox game at JetBlue Stadium in Fort Myers during spring training 2020.  When you’re in Florida, Captain Steve May will welcome you and a guest aboard his 23’ Key West flats boat Boondoggle to fish the Pine Island Sound near Sanibel and Captiva Islands.  Then join Steve and Possible Dreams Chair, Liza May, for cocktails and hors d’oeuvres to watch the sunset from their lanai over Estero Bay and the Gulf of Mexico.  You’ll also enjoy a two-night stay in Bonita Springs at the Hyatt Place at Coconut Point.  The best way to remember this experience is that you’ll take home a limited-edition Shinola Green Monster Watch with #26, Wade Boggs, from Michael & Barbara Bellissimo, Director of Development of MVCS.  Use this $250 gift card for flights to Florida or some Red Sox gear! 

Donors: David Ginsberg, Ora, Steve & Liza May, Hyatt Place, Barbara & Michael Bellissimo, Diane Nordin & Thomas Keller

Restrictions: For up to two for a mutually agreeable date for Boston Red Sox home game during the 2019 regular season and 2020 spring training game.  All tickets and accommodations are based on availability and cannot be resold. Fishing trip in Florida for a mutually agreeable date. 

The best of two worlds, and a glass of wine to sip while you relax.  Summer on the Vineyard is the epitome of perfection. Add in dinner prepared at your home for you and five guests by your private chef, Food Minded Fellow Gavin Smith, and wines from Your Market to compliment your meal, and you have the makings of a perfect Vineyard evening. Chef Gavin will be putting together your delicious meal with gift cards from Edgartown Meat & Fish, Larsen’s Fish Market, and MVmycological.  That would be heaven alone, but why stop there? You and your guest will also head to Los Olivos, California and enjoy a two-night luxurious stay at the Fess Parker Wine Country Inn and Winery. Just think of Davy Crockett and Daniel Boone when you head out to the ranch!  You’ll tour their winery, enjoy breakfast at the Bear & Star daily, and indulge in a chef’s choice, wine-paired dinner. To get you to Cali, use this $500 gift card for airfare or better yet, savor that perfect Pinot Noir.  Take home these wampum earrings by Jason Widdiss as a memory of your exceptional experience.  Cheers!

Donors: Gavin Smith/Food Minded Fellow, Your Market, Edgartown Meat & Fish, Larsen’s Fish Market, MVmycological, Fess Parker Wine Country Inn and Winery, Jason Widdiss, John Kennedy & Jane Seagrave

Restrictions: Mutually agreeable date for dinner on the Vineyard.  Accommodations based upon availability.


2019 Raffle and Golden Tickets

Raffle Tickets: Enter to win one of five fantastic prizes. Raffle tickets will be sold at the events below. Tickets are 1 for $10, 3 for $25 or 12 for $100.

Golden Tickets: $100 per ticket/limited tickets sold. Enter for the chance to win one of three unique experiences. Three golden ticket winners will be pulled – one for each prize.

Grand Prize Package
Two tickets to Patriots vs. Kansas City Chiefs on Sunday, December 8th, roundtrip tickets on Steamship Authority and $250 gift card to Lookout Tavern/OceanView/Fishbones

Boston Getaway:
Stay at the Boston Harbor Hotel (one night stay for two, breakfast included), visit the Isabella Stewart Gardner Museum, dine at Ora, receive a JFK library membership and copy of The Art Forager by B.A. Shapiro

On-Island Staycation
Stay at The Charlotte Inn and dine at The Terrace (two night stay and dinner for two), includes gift certificates to L’etoile, Among the Flowers, Claudia’s and Boucle

Taste of the Island
Over $900 in gift certificates to Island restaurants.

Vineyard Artisans
A handmade piece of jewelry by Nettie Kent and an original painting by Colin Ruel.

  1. Rockin’ At the Ritz with Johnny Hoy & The Bluefish
  • Two-hour private party at the Ritz for 50
  • Hors d’oeuvres and open bar
  • Music by Johnny Hoy and the Bluefish
  • Photography by Leslie Look to capture the night! 

2. A Grand Slam Fishing Trip

  • Fishing trip for 2-4 people aboard The Tomahawk with Captain Buddy Vanderhoop
  • Janet Messineo will take you surfcasting and give you a signed copy of her newly released book: Casting into the Light
  • Coop Gilkes will teach you the beauty of fly fishing
  • An original, Bluefish and Striped Bass wampum piece by Phoenix Rogers

3. Sail on The Charlotte

  • Sail for six aboard the 50-foot wooden Schooner, The Charlotte, with Nat and Pam Benjamin
  • Music by Phil DaRosa
  • Hor d’oeuvres provided by private chef, Alex Avakian
  • Island photographer, Paul Doherty will capture the evening

Oak Bluffs Harbor Fest: June 22

Cronig’s Market 10AM-2PM

  • June 29
  • July 6
  • July 20
  • July 27

Thank you to our 2019 Sponsors and Donors!