Adventure Collective
Maine Sip & Sail Cruise: Rockland's Scenic Craft Drink Tour - Portland, Maine

Maine Sip & Sail Cruise: Rockland's Scenic Craft Drink Tour

Rocklandeasy

Difficulty

easy

Duration

3–5 hours

Fitness Level

Participants should be able to walk short distances and stand comfortably during the cruise, with minimal physical exertion required.

Overview

Experience the perfect blend of sailing and savoring Maine’s best craft beers and lobster on this unique Rockland cruise. Join the historic J. & E. Riggin for unforgettable coastal views and local flavors.

Rockland, Maine

Maine Sip & Sail Cruise

Enjoy Craft Beverages from Mixologists & Brewers of Maine!

Select participants and date

Adventure Photos

Maine Sip & Sail Cruise photo 1

About This Adventure

Embark on a unique culinary adventure aboard the historic J. & E. Riggin, where you’ll savor Maine’s finest craft beers, cocktails, and wines. Enjoy expertly paired meals, guided tastings, and a memorable lobster feast on the beach, all while sailing the stunning coastline. Experience local flavors like never before!

Sip Sip Hooray!


Departure Date and Rates

September 24 - September 28, 2025: 4-Day / 4-Night Per Person: $1315 Craft Cocktails

June 22 - June 26, 2026: 4-Day / 4-Night Per Person: $1395 Craft Beers of Maine

July 10 - July 13, 2026: 3-Day / 3-Night Adventure Per Person: $1420 Craft Cocktails of Maine

August 2 - August 6, 2026: 4-Day / 4-Night Adventure Per Person: $1535 Wine Pairing w/ Kim Hamlin of Fiber & Vine

September 25 - September 29, 2026: 4-Day / 4-Night Per Person: $1445 Craft Beers of Maine

Ages 21+


Boarding and Returning

Please note, we board every trip the evening of your chosen departure date between 5 and 6 p.m.

We will have you back at the dock before noon on the last day of your trip.


The Cruises

These adventures are a way to celebrate the finest of Maine flavors by imbibing with us.

Craft Beers of Maine Enjoy craft beers from local brewers and cider houses paired expertly with fabulous meals you have come to expect from the Riggin galley.

Your very own Captain Justin & Chef Jocelyn will be your guides on this adventure! Taste and choose a beer to pair with your lunch from a selection Jocelyn has chosen, and at the end of a long sailing day, head ashore with Captain Justin for a tasting and tour at one of the many small breweries along the coast. One night of the trip, we will head to the beach to enjoy a lobster feast.

Craft Cocktails of Maine Each cocktail is crafted with the intention to combine unique flavors from around the world with fresh local ingredients from our community and our own backyard. Learn how to create delightful combinations of your own from our knowledgeable host or sit back and enjoy a cocktail pairing with hors d'oeuvres, dinner, or brunch. Mocktails are also available for those who do not wish to indulge in the available cocktail.

Wine Pairings with Kim Hamlin of Fiber & Vine Dining aboard the J. & E. Riggin just got better!

Kim Hamlin of Fiber & Vine will join us for this adventure collaborating with Chef Jocelyn to pair wines with select appetizers, dinners, and even dessert!


The Ship

The J. & E. Riggin, a beautiful, historic two-masted schooner. She was designated a National Historic Monument in 1991. She is 89′ long on deck, 120′ overall, 23′ wide and draws 7′ with her centerboard up. She was built in 1927 as an oyster dredger and rebuilt for passenger sail in 1977.

The Riggin is fully equipped with GPS, radar, and radio. She meets all Coast Guard requirements for construction and safety equipment. Certified to carry passengers, she fully meets all requirements for stability and watertight integrity. The Riggin has no inboard engine. Her sixteen-foot diesel-powered yawl boat can be used during calm spells for maneuvering into or out of tight harbors.


Includes

  • All meals (excluding dinner on boarding night)
  • Linens including fresh sheets, warm blankets, a quilt or comforter, pillows, and towels
  • Locally made, small-batch soap
  • Coffee (regular and decaf), tea, and hot chocolate
  • Ice and an ice chest are available for passenger use
  • All tastings & pairings are included

Things to Note

  • Sink with cold running water in each cabin
  • Window that opens for fresh air and natural light
  • A 12V outlet & 2 USB ports
  • Reading light over each bunk
  • Must be able to navigate a ladder and stairs
  • Toilets (“heads”) are located above deck
  • Hot fresh water shower available
  • A non-smoking vessel
  • There is a $20 per vehicle parking fee (covers the length of your trip)
  • Gratuity is not included
  • A Ship Store is available on board

Adventure Tips

Arrive Early for Boarding

Plan to arrive at least 15 minutes before departure to ensure a timely and smooth check-in process.

Dress in Layers

Coastal Maine can be cool and breezy even on warm days; bring layers to stay comfortable during the sail.

Protect Against the Sun

Wear sunscreen and a hat, as much of the cruise takes place on open decks with full sun exposure.

Bring a Camera

Don’t forget your camera or smartphone to capture stunning coastal views and memorable moments onboard.

Local Insights

Wildlife

  • Harbor seals often spotted near the shore
  • Great blue herons wading along coastal shallows

History

The J. & E. Riggin schooner was originally built in 1927 for fishing and now serves as a living piece of Maine’s maritime heritage.

Conservation

Efforts are in place to minimize environmental impact by following sustainable boating practices and promoting local seafood and craft beverage producers.

Select participants and date

Adventure Hotspots in Portland, Maine

Frequently Asked Questions

Recommended Gear

Layered Clothing

Essential

Helps adjust to shifting coastal temperatures and wind during the sail.

spring specific

Sunglasses

Essential

Protects eyes from glare off the water and bright sunlight.

summer specific

Waterproof Jacket

Essential

Keeps you dry and warm in case of coastal drizzle or wind.

fall specific

Camera or Smartphone

Essential

Essential for capturing stunning views and memorable moments on the water.