Phone: 508-457-7461
Toll Free: 866-518-6877

Downeaster Rail & Sail

Downeaster Rail & Sail

Take a relaxing train ride from Boston to Portland, enjoy a delicious full lunch, and a scenic cruise of Portland Harbor

Downeaster Rail & Sail


Wednesday, June 26


In Colonial times, Maine shipbuilders created some of the finest sailing vessels ever built and called them "Downeasters." Today, Amtrak's sleek and sophisticated Downeaster train runs between Boston and Portland, Maine with a magical journey along the New England shoreline. Along the Downeaster route you'll find historic colonial cities, beautiful beaches & quaint villages. We’ll take the 9:00 AM train from Boston’s North Station for our one-way journey to Portland, Maine. We’ll meet back up with our bus in Portland and enjoy a delicious included lunch at the waterfront DiMillo’s Restaurant. Enjoy some free time in Portland’s exciting downtown area.  Then, enjoy a narrated 1 hour 45 minute scenic cruise through the busy Portland harbor and innermost islands to see lighthouses, forts, lobster boats, and seals. Four lighthouses can be seen up close with as many as seven in view during the cruise, including a close-up view of Maine’s oldest and most photographed lighthouse, Portland Head Light!





Dennis- 6:15 AM
Barnstable- 6:30 AM
Sagamore- 6:50 AM



Sagamore- 8:15 PM
Barnstable- 8:35 PM
Dennis- 8:50 PM

L=Lunch included

Package Includes:

*deluxe motorcoach transportation

*ticket to Downeaster train

*lunch at Dimillo's Restaurant

*90 minute, narrated scenic cruise

*gratuity for the tour escort & bus driver


Payments and Cancellations

Cash, personal checks & money orders accepted

Visa & MasterCard payments accepted via phone.

Full payment is due 45 days prior to the trip, refundable up to 14 days prior to tour

Cancellation Protection is available for this trip for $7.00 per person





New England Clam Chowder

Baked Stuffed Chicken Breast

Boneless Chicken Breast Stuffed with Cranberry Cornbread Stuffing topped with Apple Mustard Glaze

Broiled Haddock

Fresh Filet of Haddock topped with Seasoned Bread Crumbs & Lemon Butter

Maine Blueberry Cobbler


Below is a list of pick-up points available on this tour.

Below is a list of pick-up points available on this tour.

Name Address Contact Details
1 - Dennis Patriots Square, Route 134, South Dennis
On Stop & Shop side, park in lot closest to Rt 134
2 - Barnstable Barnstable Exit 6 Commuter Lot - behind
Burger King, wait at enclosures
3 - Sagamore Sagamore Commuter Lot at base of bridge
on NON Cape side, wait at enclosures
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15 Mill Pond Way, East Falmouth, MA 02536 | Phone: 508-457-7461 | Toll-Free: 866-518-6877