You and a guest will fly round-trip from Boston's Logan airport to Bermuda, courtesy of BermudAir. Once on the island, check into the Hamilton Princess Bermuda for a luxurious stay in a Signature Poolside room. These newly renovated rooms are located in the Bermudiana wing, offering private terraces overlooking the Infinity pool and the harbor.

You will also enjoy free breakfast at the resort's Crown & Anchor for the duration of your stay.

As an added perk, Bermuda's Tourism Authority will provide you with an exclusive 3-hour excursion around the island to experience close-up the sites and history of Bermuda.

Travel dates are based on availability and must be reserved in advance. Valid through December 31, 2027.

The winning bidder will receive a private tour for four (4) of the National Cathedral in Washington D.C., as well as a $2,000 hotel voucher to Hotels.com for the accommodations of your choice.

President Theodore Roosevelt helped lay the foundation stone in 1907 for this massive gothic cathedral which hosts presidential funerals and other important national services. The Cathedral's Space Window even contains a fragment of moon rock from Apollo 11!

Included in the tour is a fascinating look at the Flower Guild's volunteer ministry, which arranges all flowers for state funerals, national services, weddings, and holidays.

Celebrate America's birthday with this incredible behind-the-scenes experience of this sacred space that has been integral to so many historic moments in our national story.

Value: Priceless!

• A private tour for up to eight (8) of the new Westerly Museum of American Impressionism, led by WMAI Director Catherine Shotick;
• A $1,000 Hotels.com gift card toward accommodations of your choice;
• Four (4) tickets to the United Theater, Westerly's state-of-the-art destination for world-class film, performing arts, and creative arts; and
• A $50 gift certificate to The Cafe for brunch or dinner
• A $25 gift card to The Cooked Goose -- a popular breakfast/lunch spot in Westerly

At the Westerly Museum of American Impressionism, explore thoughtfully curated galleries filled with vibrant masterpieces by celebrated artists including Childe Hassam, Lilla Cabot Perry, and John Singer Sargent. Your private tour, led by Director Catherine Shotick, offers a special behind-the-scenes opportunity to experience this remarkable new museum.
Then make a night of it. Enjoy dinner or brunch at The Cafe on Canal Street, and take in a film at the United Theater, located right next door. Your four complimentary tickets are valid for any regularly scheduled film, excluding limited screenings, with no expiration date.

Please note: The museum tour must be scheduled at least two weeks in advance for a mutually agreed-upon time during regular museum hours.

Value: One of a kind!

Image credit: Dancer in White Against the Window, Louis Kronberg (1872-1965) from the Westerly Museum of American Impressionism

The winner will enjoy a one (1) night stay for two guests in a deluxe guest room at The Whaler's Inn, which is just steps away from Mystic River Bascule Bridge and and all that downtown Mystic has to offer. National travel publications consistently name The Whalers Inn among the most compelling hotels in New England, citing its historic character, thoughtful renovation, and prime location.

You'll also experience fine fare and hospitality with dinner for four at the historic Captain Daniel Packer Inne. The package includes four complimentary dinner entrees of your choice and a bottle of wine.

Room is subject to availability and must be booked in advance. Valid Sundays-Thursdays (excluding holidays or special events) through December 31, 2027.

Dinner consists of four dinner entrees and a bottle of wine (valued at $80 or less) and must be reserved in advance.

Feel like you're worlds away with this luxurious overnight stay at the waterfront Saybrook Point Resort & Marina, which also includes a delicious breakfast for two at the resort.

Also included is a $100 gift card to SIP Wine Bar in Old Saybrook to experience the Shoreline's premier wine bar. SIP has been voted Best of Connecticut by readers of CT Insider three years in a row.

Advance reservations for a standard room at Saybrook Point are required, based on availability, excluding Saturdays and holidays. Valid through September 26, 2027.

No expiration date for SIP gift card.

Enjoy an overnight stay for two at The University Club of New York, one of the city's most prestigious private social clubs.

The University Club is on the National Historic Register and hosts one of New York's great private art collections, including works by the Lyme Art Colony's own Childe Hassam. The University Club is ideally located for shopping and theater in the city-- and breakfast for two is included!

You'll also enjoy four passes to the Museum of Modern Art, which is right across the street from the University Club.

Please note that all University Club rules must be followed, and advance reservations are required and subject to availability. No weekends or holidays. Valid through September 30, 2027.

MOMA passes must be used by December 31, 2026.

Enjoy an unforgettable evening of opera in Wilmington, Delaware, with two tickets to OperaDelaware's season-opening production of Mozart's beloved masterpiece, Don Giovanni, at the historic Grand Opera House.

Choose from either performance:

• Friday, October 16, 2026 at 7:30 PM
• Sunday, October 18, 2026 at 2:00 PM (closing night)

Your experience also includes a $500 hotel voucher toward accommodations of your choice, making this the perfect opportunity for a memorable overnight getaway.

The winning bidder will receive a two (2) night stay with daily breakfast at the historic Hawthorne Hotel in the heart of Salem. This prime location overlooks Salem Common and the Witch Museum and is just steps from the Peabody Essex Museum and the House of Seven Gables. It's the perfect family-friendly spot for exploring Salem and the North Shore!

Complete the Salem experience with a family six-pack of tickets to the can't-miss Salem Witch Museum for some spooky history.

You'll also enjoy four tickets to the extraordinary Peabody Essex Museum, which is Salem's museum of art and culture, with exhibitions that explore everything from witch trials history to nature and science.

Also included: two spooky fall reads to keep you up at night! A Salem Witch: The Trial, Execution, & Exoneration of Rebecca Nurse by Daniel A. Gagnon and Connecticut Witch Trials: The First Panic in the New World by Cynthia Wolfe Boynton.

For the Hawthorne Hotel, number of guests is based on available room type; four people max. Must make advance reservations, based on availability. Not valid during month of October.

Salem Witch Museum tickets valid for the next seven years, but may not be used in October. Call first to confirm availability.

Peabody Essex tickets are valid through October 31, 2027.

The winning bidder will receive a $350 gift card to enjoy the iconic Spring House Hotel on Block Island.

As the island's oldest and largest hotel, the Spring House has been serving authentic New England charm since 1852. The 10-acre promontory on which the hotel sits creates a beloved feature of the hotel: an unbeatable view of the Atlantic Ocean and Block Island's rolling foothills.

Picture yourself relaxing in the Adirondack chairs lining the lawn, enjoying breathtaking views -- and their signature cocktails!

No expiration or date requirements.