Exclusive Sipson Island Rustic One Day Retreat for 6

Embark on an unforgettable escape to Sipson Island, a pristine 24-acre sanctuary nestled in the heart of Pleasant Bay, Harwich. Accessible exclusively by private boat, this secluded haven offers an unparalleled blend of natural beauty. Your host (the only homeowner on the island) will provide you with information, use of his home, beach supplies, and other resources as needed throughout the day. Curate your evening meal with complimentary gift cards and wine. Use the house for grilling, lounging on the porch, and dining. Enjoy swimming, hiking, boating and sunset viewing before returning to the mainland. Approximately 2pm-8pm, mutually agreed upon date in August or September 2025 or 2026.

READ MORE:

Embark on an unforgettable escape to Sipson Island, a pristine 24-acre sanctuary nestled in the heart of Pleasant Bay, Harwich. Accessible exclusively by private boat, this secluded haven offers an unparalleled blend of natural beauty.

Seamless Transportation & Parking
Your journey begins with a smooth transfer from Crow's Landing, where parking for up to two vehicles is provided. From there, a private boat will escort you directly to the dock, ensuring a hassle-free arrival and departure.

Water Adventures Await
Once ashore, indulge in the island's array of watercraft. Paddle the serene waters in kayaks or row boats, exploring the tranquil shoreline at your leisure. For those with the appropriate permits, the surrounding waters offer opportunities for shell fishing, allowing you to harvest local delicacies right from the source.

Breathtaking Views & Guided Exploration
Sipson Island boasts panoramic vistas of Pleasant Bay, providing a perfect backdrop for relaxation and reflection. Embark on a guided tour to discover the island's rich history and diverse ecosystems, from sandy beaches to salt marshes and upland meadows.

Gourmet Delights
Whether you choose to dine on the beach or beneath the shade of oak and pine trees, the island's natural beauty elevates every moment and you'll have a $200 gift card to Nauset Farms and a $50 gift card to Elwood's Raw Bar to enhance your cooler's offerings.

All-Inclusive Amenities
Designed to accommodate up to six guests, this exclusive retreat ensures comfort and convenience. All necessary beach equipment is provided, allowing you to fully immerse yourself in the island's offerings without the need to bring additional gear.

Whether seeking a family adventure or a tranquil retreat with friends, Sipson Island promises an extraordinary experience. Reconnect with nature and create lasting memories in this hidden gem on Cape Cod.

Note: This item is part of the live auction that will take place during the Sailabration Gala on June 30th. If you are unable to attend and would like to submit a proxy bid, please send your highest bid to [email protected] by 12:00 p.m. on June 30.

Golden Hour PBCB Immersive Shellfish Experience & Evening Cocktail Hour

Join marine water quality expert and PhD in Coastal Oceanography Sarah Griscom for a one-hour cruise of Pleasant Bay aboard the Floating Classroom, the Friend, a solar-powered pontoon boat.

Experience the beauty of Pleasant Bay on this nearly silent vessel while learning about the shellfish that inhabit these waters as well as their physiology and important role in our local ecosystem.

Return to the PBCB boathouse overlooking the bay at sunset to indulge in a curated collection of shellfish paired with wine, complemented by other light hors d'oeuvres.

For you and up to 14 additional guests, 3-6PM, mutually agreed upon date between August 18-September 12, 2025 or early/late summer 2026.

Note: This item is part of the live auction that will take place during the Sailabration Gala on June 30th. If you are unable to attend and would like to submit a proxy bid, please send your highest bid to [email protected] by 12:00 p.m. on June 30

Grab Your Eye Patch- It's Time for a Full Day Pirate Adventure!

This Pirate adventure is for a party of four on the Sea Gypsy out of Hyannis. Of course, there's underwater treasure at stake and a secret map to follow carefully. Who else is after our treasure? And when will the crew fire the cannons in order to save the ship?

The Captain and the deckhands will be onboard for plenty of revelry. Singing sea shanties, storytelling, and taking to the Sea Gypsy Oath. It's a gang effort to find the treasure, fend off other pirates, and bring Sea Gypsy home to harbor. Every mate who makes it back will take along their share of booty!

Afterwards, head to the Black Cat Tavern for lunch with this $50 gift certificate. The Black Cat Tavern, a waterfront favorite in Hyannis known for its fresh seafood, classic New England fare, and inviting atmosphere. Whether dining indoors or outside on the patio, it is the perfect spot to savor the flavors of Cape Cod.

Who Screams For Ice Cream? Complete your day at Cape Cod Creamery, where gourmet ice cream is at its finest! Pick up a container (or two) of your favorite flavors with your $50 gift card. With locations in South Yarmouth, Hyannis, and Dennis, your next sweet escape is just around the corner!

A gift certificate in the amount of $200 to The Beacon Room, where they serve exceptional food in a comfortable and casually elegant atmosphere. Their food is prepared with fresh ingredients and beautifully presented. The Beacon Room is well known for its friendly and experienced service team. Come enjoy a wonderful dining experience at the Beacon Room!!

Experience the Magic of the Cape Symphony!
Enjoy two Section C tickets to one Masterpiece Concert, Saturday at 4:00 PM. Immerse yourself in beautiful music and unforgettable moments with the Cape Symphony.

Take in all that the Cape Cod Museum of Natural history has to offer with this six-person membership.

Take advantage of the benefits such as a discount to the CCMNH gift shop, free subscription to Tidings, the bi-monthly newsletter, special program rates, and the express membership, in addition to free admission for ONE YEAR!

On one of your excursions, treat the family to a seafood lunch at the Cape House Seafood and Ice Cream, formerly Kate's Seafood, using this $50 gift card.