Private Brunch for 12 With Karen Akunowicz and Tiffani Faison

Donated by: Karen Akunowicz and Tiffani Faison 


Boston and Brunch: two words that go so well together! What could be even better? Brunch in Boston cooked for you and your friends by not one, but TWO James Beard nominated Top Chefs! The lucky winner of this package will have a one-of-a-kind experience with acclaimed local chefs, Tiffani Faison of Tiger Mama and Sweet Cheeks and Karen Akunowicz of Myers + Chang, both of whom are in the running for the 2018 James Beard Award for Best Chef in the Northeast. Tiffani and Karen are both longtime supporters of Fenway Health and the LGBTQ community with their exceptional cuisine and generosity.

If you win this package, you and 11 of your friends will have the Tiger Mama restaurant ALL to yourselves on a Saturday morning. Tiffani and Karen will bring their culinary mastery to create an amazing brunch experience for your party. You’ll savor delicious flavors, be treated like the VIP you are, and spend time with Tiffani and Karen in an intimate setting!

Restrictions: Must be scheduled for mutually agreeable Saturday date.

Professional Converse Photo Shoot, Sneakers, and Dinner

Donated by: Converse, Ward 8 

Value: $3,600

Ready for your close up? Get the superstar level pics you’ve always dreamed of with your very own Converse campaign style professional photo shoot! The winner of this package will receive professionally retouched photos in the style of one of Converse’s fun and colorful campaigns. You’ll also get fabulous free kicks and other swag to help compliment your personal style.

You and a friend will spend the afternoon on set at the Converse Headquarters in Boston’s North End with a full crew ready to put you in the spotlight and bring your photo shoot to life, including a fashion stylist, hair stylist, make-up artist, and photographer. After you’re done striking a pose, enjoy a delicious dinner for two at Ward 8 to properly celebrate your debut as Boston’s Next Top Model (Tyra not included).

Luxurious Getaway in Mexico or Spain

Donated by:Brazo Fuerte Artisanal Beer

Value: $3,500

You deserve a luxurious and relaxing escape to a place where the sun is warm and it doesn’t snow in April. Choose your own adventure with a weeklong vacation in Mexico or Spain – it’s up to you! This trip to paradise includes up to a seven-night stay with Royal Elite status for two people in an all-inclusive Sandos resort timeshare in Mexico or Spain. Sandos’ gorgeous Mexican resorts are located in Cancun, Los Cabos, and Playa del Carmen. The beautiful Sandos Spain locations are Tenerife, Ibiza, Benidorm, and Lanzarote. There are so many amazing spots to choose from, each the ultimate in luxury! Which will you fall in love with?

During your stay in this timeshare, you’ll enjoy access to member’s only Royal Elite amenities including a beach or pool, club house, gourmet restaurants, endless high end beverages with pool or beach-side service, private concierge, entertainment and exclusive, luxurious suites. This package also includes a $150 gift certificate to the resort spa to help you really shed that stress. Perfect for a long overdue luxurious get-away.


– Travel not included.
– Trip is for 2 people for up to 7 nights.
– A per person per night fee applies. Fees and taxes vary between $78 and $187 per person per night depending on resort and time of year chosen.
– All-inclusive resort includes food, drinks, gratuities and taxes.
– Reservation must be made 90-120 days in advance. Owner of the timeshare (donor) must assist with reservation.
– Winner should redeem by September 30, 2019.