Our Exclusive
Lobster Roll Crawl

Spend an afternoon in downtown Portland, sample six amazing lobster rolls, and soak in the summer Sun!

Portland Lobster Company, The Highroller Lobster Company, Luke’s Lobster Portland Pier, Eventide Oyster Company, The Porthole Restaurant and Pub, Old Port Sea Grill and Raw Bar. Try them all, vote for your favorite!

Available as a single event: July 1, September 2, and upon request.


Our Multi-Day Group Adventure to Maine

Nautical Nirvana in Maine

Connect with the sea again on our amazing adventure in Maine. Explore Maine’s nautical history while you savor fine seafood and lobster dining daily.

Enjoy the thrill of lobstering in Casco Bay and a boating adventure to the Atlantic Ocean. Connect with nature and yourself onboard a Maine windjammer.

All-inclusive. Hosted. Designed for nature lovers, water lovers, and foodies.

Group bookings now available for 2023.

Visit Maine

From Portland to Bath

We begin our adventure in Portland and explore this eclectic, fun, and nautical port city.

Day 1: Check into the Embassy Suites by Hilton Portland Maine and enjoy welcome meeting in a private room with lobster rolls, drinks, and meet your fellow clan with our host, Paul Hardersen. He will introduce everyone and talk about the weekend’s activities ahead, and ensure everyone is ready to go for the weekend.

Day 2: Breakfast, Tate House Museum tour and exploration, a Lucky Catch cruise into Casco Bay to learn about lobsters, and our famous Lobster Roll Crawl to sample lobster rolls at seven downtown Portland Lobster shacks and restaurants.

Day 3: After breakfast, we will spend the entire day at the Maine Maritime Museum, Bath, Maine, and receive a guided tour, explore the museum grounds, have lunch on-site, go on a 4-hour coastal cruise, go onboard the 1906 Schooner Mary E, and more! Return to Portland for fine dining at the Fore Street Restaurant in downtown Portland.

Lucky Catch Cruises

An authentic schooner sail

Day 4: Enjoy a 6-hour sailing experience on Bagheera, a Maine windjammer schooner with the Portland Schooner Company. After breakfast, head downtown to board the ship, sail on Casco Bay, and have lunch on the water.

Afterwards, explore downtown Portland, and have dinner at a downtown eatery.

Day 5: Depart for home.

What’s Included & More

What’s Included: Hotel accommodations, sail on a Maine schooner, luxury bus transportation across Maine, all breakfasts, lunches (3), Lobster Roll Crawl, dinners (4), all museum and activity admissions fees, and your travel host, Dee Peppe.

There’s even more: Prior to our Maine experience, we will provide you with regular email and video updates as we countdown to the trip; mail you a custom welcome package to get you in the mood for Maine sailing, boating, and seafood dining; and we will conduct a live pre-trip Zoom video event about one month prior to departure.