Scoop Up a Sweet Legacy at Buffy's Ice Cream!
Ever dreamed of inventing your very own ice cream flavor? Ever wanted to be a part of the history of an iconic Chatham institution? Here's your chance!

As Buffy's Ice Cream celebrates its 30th anniversary, you can join the fun by creating your very own ice cream flavor. Work with the Buffy's team to dream up the recipe, give it a name, and see it featured on the menu board for a whole month! You'll also take home two quarts of your signature flavor and enjoy free scoops in the shop with friends and family - all month long! Could there possibly be a more delicious way to make history and support a great cause?

This item is part of the live auction that will take place at an Evening to Remember on Friday, July 10th. If you will not be in attendance and would like to submit a proxy bid, please email your maximum bid to jennifer@mainsailvents.com by noon on 7/10.

Exclusive Private Party at a Hidden Speakeasy!

Discover a hidden gem in the heart of Chatham! Host an unforgettable private party for 12 at an exclusive "speakeasy", tucked away in a unique location for a truly extraordinary experience. Relax in an enjoyable atmosphere perfect for football games, birthday parties, or simply a fun night with friends in a cozy, comfortable, private setting.

What's Included?

Bartender Service - A professional bartender, Tim O'Brien, from Chatham Bartending will prepare cocktails crafted to your taste, ensuring a personalized and unique experience for you and your guests.

Lavish Bar - Indulge in a premium bar experience.

Event Planner - Your host will help you coordinate the perfect party!

Entertainment - Play darts, shuffleboard, foosball, and catch a game on a 75-inch monitor.

This item is part of the live auction that will take place at an Evening to Remember on Friday, July 10th. If you will not be in attendance and would like to submit a proxy bid, please email your maximum bid to jennifer@mainsailvents.com by noon on 7/10.

Scoop Up a Sweet Legacy at Buffy's Ice Cream!
Ever dreamed of inventing your very own ice cream flavor? Ever wanted to be a part of the history of an iconic Chatham institution? Here's your chance!

As Buffy's Ice Cream celebrates its 30th anniversary, you can join the fun by creating your very own ice cream flavor. Work with the Buffy's team to dream up the recipe, give it a name, and see it featured on the menu board for a whole month! You'll also take home two quarts of your signature flavor and enjoy free scoops in the shop with friends and family - all month long! Could there possibly be a more delicious way to make history and support a great cause?

This item is part of the live auction that will take place at an Evening to Remember on Friday, July 10th. If you will not be in attendance and would like to submit a proxy bid, please email your maximum bid to jennifer@mainsailvents.com by noon on 7/10.

Invest in your health with a one-month membership to Chatham Works! Enjoy unlimited access to the gym and unlimited group fitness classes, including yoga, cycling, strength training, barre, Pilates, and more. Whether you're kickstarting a new routine or taking your fitness to the next level, this is the perfect opportunity to experience one of Cape Cod's premier fitness facilities.

Gather your friends for a private, hands-on cooking class for up to six guests with Whisking Together's Sheila Burkus. Hosted in the donor's home, you'll enjoy an interactive culinary experience while learning to prepare a delicious meal together. The menu and date will be mutually agreed upon, allowing you to customize the evening to your tastes and schedule.

A comprehensive private tour of the Chatham Lighthouse, the USCG Pendleton Exhibit and the historic station grounds led by an active duty USCG Officer and an auxiliary Coast Guard Officer. The tour will include great views and details on the workings of the lighthouse, maritime stories including heroic rescues, close up look at the 44' lifeboat along with details on its storied history. Participants will see the station in action and learn about the history of the Coast Guard and its mission today in Chatham.

Celebrate your four-legged family member with a personalized pet photography session by local photographer Kim Roderiques. Whether your pet is playful, adventurous, or perfectly content striking a pose, Kim has a talent for capturing their unique personality and the special bond you share. The session is designed to create timeless portraits you'll treasure for years to come, resulting in beautiful images that showcase your beloved companion at their very best. Session date and location to be mutually agreed upon.

Plan the perfect night out in Chatham with this classic date-night package. Enjoy an exceptional dinner with a $150 gift certificate to Viera on Main, known for its creative American cuisine, fresh local ingredients, and inviting atmosphere.

Then, head to the Chatham Orpheum Theater with a $50 gift card to catch the latest blockbuster, an independent film, or a special event, and take home a collectible Orpheum mug to remember your evening.

Great food, a great movie, and a memorable night-all in one package.

Take your pickleball game to the next level with a private lesson from accomplished instructor and competitor Nancy Boughton. Whether you're new to pickleball or looking to refine your technique, Nancy will tailor the session to your skill level and goals, helping you build confidence, improve strategy, and have more fun on the court.

Nancy is a RacketPro Certified Instructor, the Pickleball Pro at Island Pickle, and a member of the Senior Pro Cape Cod Sharks. In 2025, she earned two Golden Tickets to the U.S. National Championship, a testament to her exceptional skill and dedication to the sport. With a background as the founder of an after-school volleyball program and as the head coach of a New England Club Volleyball Champion, Nancy brings years of coaching experience and a passion for helping players succeed.

Package Includes:

One private pickleball lesson with Nancy Boughton

• Instruction at Island Pickle or another mutually agreed-upon local court
• Date and time arranged directly with Nancy
• Two paddles, 4 balls and a bag

Restrictions: Lesson must be scheduled at a mutually convenient time. Transportation is not included.

Escape to the charming Chatham Inn for a relaxing two-night stay in the inn's best available room. Wake each morning to a delicious gourmet breakfast, making this the perfect Cape Cod retreat for a romantic getaway or peaceful escape.

Valid: July 8, 2026 - July 11, 2027 (subject to availability).

Experience the grandeur and history of Newport with four single-use guest passes to any one of The Preservation Society of Newport County's historic properties (excluding Chepstow and Hunter House). Explore the opulent Gilded Age mansions, stunning architecture, exquisite gardens, and fascinating stories that have made Newport one of New England's premier cultural destinations.

Whether you're visiting the iconic Breakers, Marble House, or another participating property, this is the perfect opportunity to step back in time and discover the elegance of a bygone era.

Enjoy the perfect Chatham adventure! This package includes four admission tickets to the Atlantic White Shark Conservancy Shark Center, where you'll explore interactive exhibits and learn about Cape Cod's most iconic marine predator.

Then, cool off with a $25 gift certificate to Brick Block Ice Cream and take home your choice of a Brick Block T-shirt as a sweet reminder of your day.