Enjoy this immersive journey that brings together the historic wharves, cedar-shingled charm, and environmental preservation spirit of New England’s two most iconic islands.
Explore windswept plains, salt marshes and great coastal ponds alongside naturalists, historians, and conservationists who bring to life the stories of the Wampanoag people, legendary whalers, and contemporary stewards of the land. Enjoy private guided tours of each island, stroll cobblestone streets and historic wharves, the Oak Bluffs storied enclave, and savor farm-to-table and sea-to-fork cuisine that reflects a deep commitment to sustainability.
5 nights’ luxury boutique accommodations
All meals listed and wine at featured dinners
Private naturalist and historian guides
Ferry transportation from Martha's Vineyard to Nantucket
Entrance fees, guides and gratuities
Transportation to Martha's Vineyard via air or ferry and transport to Harbor View Hotel once on island.
Transportation off of Nantucket via air or ferry.
Travel Insurance (recommended)
Make your way to Edgartown's Harbor View Hotel.
A historic luxury property with water views and elegant rooms.
Cocktails and relaxation on the hotel veranda.
In the heart of Edgartown serving
modern coastal cuisine with local ingredients.
Journey the island from the historic Edgartown whaling town to its far end and the majestic Aquinnah Cliffs. The layered clay and panoramic ocean views tell stories of geologic time and the enduring presence of the Wampanoag people.
Stop at the working port of Menemsha where fishing boats still unload the island’s daily catch.
Catered picnic lunch at Stillpoint joined by a Wampanoag elder to lead a conversation about their history and stewardship of the land.
Visit with leaders from Island Grown Initiative farm to explore how the Vineyard is cultivating a vibrant local food system—from regenerative farms to food equity programs—rooted in community and care for the land.
State Road Restaurant, farm-to-table institution in a rustic-modern setting in West Tisbury.
Visit to Martha’s Vineyard Museum in Vineyard Haven with a private docent tour. A premier history and cultural institution dedicated to preserving and interpreting the rich legacy of Martha’s Vineyard. Founded in 1922 as the Dukes County Historical Society has grown into the island’s largest repository of artifacts, archival records, photographs, oral histories, and genealogical material.
A cultural cornerstone of Martha’s Vineyard, long celebrated as a summer haven for African American families and trailblazers. The town’s rich legacy of Black excellence, resilience, and community spans generations.
At the heart of town stands the Tabernacle, a soaring 19th-century iron-and-wood pavilion surrounded by whimsical gingerbread cottages.
Dine at a fine seasonal cuisine restaurant in Edgartown.
Shanty songs and stargazing with astronomer and singer Mark Alan Lovewell and Mollie Conole.
Passenger ferry from Oak Bluffs to Nantucket (approximately 90 min) with vistas of the islands and mainland.
In the heart of town, a stylish 20-room boutique hotel blending an 1850s Greek Revival sea captain’s home with a seamless modern addition in an atmosphere that’s both refined and relaxed.
Cru, dockside fine dining featuring fresh shellfish.
Housed in a “restored 1847 whale oil and candle factory, offers a vivid look into the island’s seafaring past.
Greydon House's restaurant, Via Mare, draws inspiration from Venetian bacari, the lively wine taverns known for their small‑plate style—piccoli piatti—and convivial spirit.
Optional harbor walk and after dinner conversation.
Home to migratory birds, sand dunes, and the Great Point Lighthouse is a pristine coastal sanctuary of rolling dunes, maritime forests, and salt marshes, where Bluedot visitors experience one of the East Coast’s last intact barrier beach ecosystems.
The Chanticleer, a garden restaurant in Sconset, a charming seaside village on Nantucket’s eastern shore, known for its rose-covered cottages, dramatic bluff walks overlooking the Atlantic.
Visit local art galleries and sustainable boutiques in town.
Galley Beach, acclaimed beachfront dining at sunset.
Breakfast of fresh pastries and coffee in the lunch garden.
Group transport to Nantucket Airport or passenger ferry back to Martha’s Vineyard.
Will Kinsella is Chair of ACKlimate Nantucket, a collaborative nonprofit dedicated to climate change adaptation and coastal resilience on the island. A graduate of Hamilton College, he began his career in environmental policy alongside Senators John and Lincoln Chafee before moving to Nantucket, where he carries forward a passion for sustainable stewardship enriched by global field research in places like the Bahamas and Australia. On his family Polpis property, Will transformed a conventional lawn into a native meadow, fostering biodiversity and reducing carbon emissions — an effort featured recently in Nantucket Magazine’s “Growing Native.” His work blends grassroots ecological restoration, policy leadership, and community-driven resilience efforts to preserve Nantucket’s natural and cultural heritage. He is a frequent contributor to the Bluedot Living Nantucket Green Guide.
We're here to help you plan the perfect adventure! For any inquiries or assistance, feel free to reach out:
Phone: (860) 251-9504
Email: travel@bluedotliving.com
Our team is available to assist with bookings, itinerary changes, and any questions you may have. Let us help you make your Hollywood dream trip a reality!
At Bluedot Living Travel, we create immersive, sustainable and luxurious travel experiences that reconnect you with the planet — and with those working to protect it. Our trips invite you into conversation with local changemakers, offering unforgettable moments of inspiration, insight, and renewal in some of the world’s most breathtaking places.
These journeys are more than vacations. They're designed to restore your sense of wonder, deepen your environmental consciousness, and remind you that you’re not alone in caring about the future of our planet. Around dinner tables, on quiet walks, or during hands-on experiences, you’ll meet fellow travelers who are also seeking meaningful connection, learning, and joy.
Bluedot Living Travel began in the wake of personal loss. In early 2018, after fires, floods, and mudslides devastated her Santa Barbara community, founder Victoria Riskin felt the urgency of climate change firsthand. A writer, psychologist, and longtime human rights advocate, Vicki knew the power of storytelling — especially stories grounded in hope, action, and community.
She launched Bluedot Living, a media platform highlighting everyday people making sustainable change. From that, she created the Bluedot Institute, which brings youth into the climate conversation through writing workshops, speaker series, and retreats in remarkable ecological settings.
Soon, a new idea emerged: What if these powerful, place-based experiences weren’t just for students? What if adults could also gather in wild, stunning places to learn, connect, and act? That idea became Bluedot Living Travel.
We’d love for you to join us on a journey — one that leaves you inspired, connected, and ready to shape a better world.