Day 1 – A Seaside Welcome

Your Cape Cod journey begins with a breath of salty air and the promise of something special. After arriving in Boston, you’ll be met by our cheerful team and comfortably transported to your welcoming hotel. There’s time to unwind, exhale, and take in that first deep breath of coastal calm. This evening, gather with your fellow travelers for a joyful Welcome Dinner. With laughter in the air and delicious New England flavors on your plate, it’s the perfect moment to toast the adventures ahead. Whether you’re reconnecting with a travel buddy or making new friends, tonight marks the start of something truly memorable—your beautifully paced escape to the charm, culture, and serenity of Cape Cod. (D)

Day 2 – Boston Stories & Newport Shores

Today begins with a guided tour of Boston, where cobblestone streets and iconic landmarks tell the tale of America’s beginnings. Afterward, enjoy lunch on your own at the vibrant Boston Public Market—perfect for sampling local flavors. This afternoon, we head south to the seaside charm of Newport, Rhode Island. Settle into your hotel and take some time to relax before joining the group for a welcoming dinner. From historic cityscapes to ocean views, today is the perfect blend of discovery and downtime. (B, D)

Day 3 – Gilded Grandeur & Coastal Charm

Step into the elegance of a bygone era as you tour the famed Newport Mansions—self-guided visits that invite you to wander through the lavish halls and manicured gardens of America’s Gilded Age. After lunch on your own, climb aboard a classic Newport trolley for a guided ride through the city’s scenic streets and storied past. From ocean views to historic homes, it’s a delightful window into Rhode Island’s coastal beauty. Later, we journey to the heart of Cape Cod—Hyannis—where you’ll settle into your hotel and enjoy dinner at your leisure. The evening is yours to relax or explore this charming seaside town. (B)

Day 4 – Seaside Wonders & Whale Tales

Today we explore the natural beauty that makes Cape Cod so unforgettable. Start with a visit to the stunning Cape Cod National Seashore, followed by peaceful Kettle Ponds, the salt-kissed beauty of Waquoit Bay, and a peek into the region’s cranberry bogs. After lunch on your own, the adventure continues with a Dolphin Fleet Whale Watch in the Stellwagen Bank National Marine Sanctuary. Keep your eyes peeled for breaching whales, playful dolphins, and seabirds soaring overhead—this is marine magic at its finest. Return to shore with time to enjoy dinner on your own and reflect on a day filled with wonder. (B)

Day 5 – Martha’s Vineyard Magic

Today we set sail for the charm and beauty of Martha’s Vineyard. Enjoy a scenic ferry ride to the island, where a local guide will lead us on a tour of its quaint towns, windswept beaches, and iconic gingerbread cottages. After a delicious lunch together, you’ll have the afternoon free to wander, shop, or simply soak in the relaxed island vibe. Later, enjoy dinner on your own before we ferry back to the mainland and return to our cozy Cape Cod retreat. (B, L)

Day 6 – Pilgrim Roots & Fond Farewells

As our journey winds down, we make one final stop in the historic town of Plymouth. Visit the iconic Plymouth Rock and tour a full-scale replica of the Mayflower, gaining a deeper appreciation for America’s early beginnings. Enjoy lunch on your own before we return to Boston for your flight home—carrying with you seaside memories, new friendships, and the peaceful pace of Cape Cod. (B)