Maine: A Windjamming & Culinary Adventure

Private Tour

This adventure starts in beautiful Bar Harbor, Maine. Bar Harbor is the gateway to Acadia National Park and the largest town on Mount Desert Island. It’s known for its natural beauty, rich history, celebrity residents, port scene and, of course, Maine lobster.  Explore Acadia National Park:  take in the views of Maine’s islands from the summit of Cadillac Mountain and hike on Ocean Path with its stunning rocky coastline. Then, on to Rockland to embark on a four-day sail on the Schooner Ladona. Originally launched in 1922, Schooner Ladona is now one in the fleet of Maine’s historic windjammers  – and, she is a beauty! Relax, enjoy the spectacular scenery as it breezes by, visit fishing villages, spot wildlife and chat with fellow travelers. Enjoy the best lobster you’ve ever eaten during an onshore lobster bake. The cuisine reflects the pure aesthetic of Maine with fresh, local ingredients carefully prepared by Ladona’s Chef Anna.  After the sailing, take a couple of days to relax at a beautiful beachfront resort. Then, tour the Coastal Maine Botanical Gardens on the way to Portland.  Finally, follow a local guide in Portland’s Old Port district to learn about its rich history, working waterfront and current culinary scene. While in Portland, visit three of Portland’s iconic lighthouses. This is a classic Maine summer vacation and you’ll probably want to return next summer!


  • All accommodations in Bar Harbor, on the Schooner Ladona, in Rockport & Portland
  • A private tour of Acadia National Park on the 17-mile Park Loop Road with stops for hiking at key scenic spots: Cadillac Mountain, Sand Beach, Thunder Hole, Otter Cliffs and Precipice Cliffs.
  • A 4-night sailing cruise on Schooner Ladona - sailing, sightseeing, onshore hikes, stops in Maine villages and exquisite fresh, gourmet meals (breakfast, lunch & dinner provided)
  • Onshore lobster bake (weather permitting)
  • Two nights in Rockport at beautiful Samoset Resort
  • Entrance & tour at Coastal Maine Botanical Gardens in Boothbay
  • Visits to three of Portland's iconic lighthouses: Portland Head Light, Bug Light & Spring Point Light
  • A culinary walking tour of Portland's Old Port district
  • An introduction to Portland's harbor and its sustainable seafood industry
  • Stops for Portland culinary delights you can't miss
  • Service of professional, local guides in Acadia National Park and Portland (the schooner captain is also a local expert)
  • Select gourmet meals & tips at local restaurants (per Daily Itinerary)
  • Entrance fees
  • Transfers by private sedan or coach
  • Airport transfers

Not Included:

  • Airfare
  • Some meals during free time
  • Taxi/cab rides during free time
  • Tips for the schooner captain & crew
  • Alcoholic beverages
  • Travel Insurance

GROUP SIZE: ANY (1 or more); single cabins are limited (book early!)

COST:  Contact the office; pricing is dependent on the choice of sailing dates:

Schooner Ladona 2023 Sailing Dates: June 5-9, June 15-19, June 28-Jul 2, July 24-28, Aug 4-8, Aug 25-29, Sept 29-Oct 3  

Schooner Stephen Taber 2024 Sailing Dates: May 23-27, June 13-17, 18-22, 26-29, July 7-11, 12-16, 17-26, 28-31, July 31-Aug 3, Aug 18-22, 23-26, 27-31, Sept 22-26


Here's what it's like to be on Schooner Ladona:

DAY 1 * Travel to Bangor, Transfer to Bar Harbor

Travel from your home city to Bangor. You will be transferred from the airport to the hotel in Bar Harbor. Most flights arrive in the evening. The tour starts tomorrow.

Accommodations: Atlantic Oceanside Hotel or similar

DAY 2*  Tour Orientation, Acadia National Park Highlights with Hiking, Bar Harbor Welcome Dinner  

The day will begin with a Tour Orientation in the hotel. Meet your group of fellow travelers and learn details about the trip. Afterward, enjoy a private guided tour of Acadia National Park. You’ll drive along the stunning 27-mile Park Loop Road to the summit of Cadillac Mountain - the highest peak on the eastern seaboard. From Cadillac, you can see spectacular views of Bar Harbor and the surrounding islands. As you wind through the park, you’ll take in the beautiful rocky granite coastline, glacier cut lakes, hand-cut stone bridges and dense forests. Hike along Ocean Path with its stunning coastal views of Sand Beach, Thunder Hole and Otter Cliffs. In the later afternoon, enjoy free time in Bar Harbor to walk along the shoreline path or shop in town followed by a tour Welcome Dinner in the evening.

Accommodations: Atlantic Oceanside Hotel or similar
Meals: B,D

DAY 3 *  Depart Bar Harbor, Arrive Rockland, Board Schooner Ladona, Dinner in Rockland

In the afternoon, depart Bar Harbor and head south to Rockland - home of the Schooner Ladona. Board the schooner and attend the Captian's Orientation. Afterward, walk to In Good Company and enjoy a farm-to-table dinner. Dine with the locals and taste Chef Melody's fresh, innovative cuisine. This is a Rockland gem. You'll be amazed at what she can turn out from a very small kitchen (the size of a closet)! Tonight, sleep on Schooner Ladona while at dock.

Accommodations: Schooner Ladona
Meals: B, D

DAYS 4-6 * Schooner Ladona Windjamming Adventure

Wake up to the scent of a gourmet breakfast being prepared by Ladona’s Chef Anna. She will delight you throughout the cruise with her innovative cuisine. Then, embark on a 4-day sail in Penobscot Bay. The Ladonna offers an intimate and curated vacation featuring comfort at sea, gourmet meals, and activities both onboard and onshore. Daylight hours are spent sailing among stunning untouched islands, observing wildlife, exploring Maine fishing villages and hiking onshore. The trip offers scenic thoroughfares, breezy bays and perfect sunsets. The boat has paddleboards, a skiff for rowing, fishing gear, books and games. Evenings are filled with camaraderie, wine and exquisite dinners - this is fine dining alfresco-style. An onshore lobster bake is an absolute treat. There is no set itinerary and plans can change at any time. Captain J.R. makes choices based on current conditions. Sit back and relax and watch the magnificent Maine coastline. With over 2,200 islands in the sailing grounds, each day is designed for maximum enjoyment.

Accommodations: Schooner Ladona
Meals: B, L, D

DAY 7 * Breakfast, Disembark Schooner Ladona, Transfer to Samoset Resort, Free Afternoon & Evening  

Schooner Ladona returns to Rockland by noon. Transfer to beautiful Samoset Resort. You’ll have the rest of the day and evening to enjoy this beloved beachfront Maine resort. Perched on 230 acres in the tranquil town of Rockport, enjoy a walk out to the Rockland Breakwater Lighthouse, the 18-hole golf course, the 9-hole disc golf course, tennis, badminton or pickleball courts, pool, spa, shuffleboard, croquet, horseshoes - the list goes on!  This is a luxury resort and a nice break after being on the boat.

Accommodations: Samoset Resort
Meals: B

DAY 8* Free Day at Samoset Resort, Dinner at Primo Restaurant

Enjoy a free day at beautiful Samoset Resort. Other options include local hiking, kayaking or a visit to Camden (not included in tour but these can be arranged). Tonight, enjoy dinner at Rockland's finest farm-to-table restaurant, Primo. Executive chef and proprietor, Melissa Kelly, is a James Beard Foundation award winner and serves unforgettable Mediterranean and Italian-inspired fare from her onsite 4.5-acre farm and gardens.

Accommodations: Samoset Resort

DAY 9 * Depart Rockport, Coastal Maine Botanical Gardens, Lunch, Arrive Portland, Free Evening

Leave Rockport today and head for Portland. On the way, stop at the Coastal Maine Botanical Gardens in Boothbay. Opened in 2007, the ‘People’s Garden’ invites everyone to explore meaningful connections to plants and nature. The gardens comprise nearly 300 acres. Discover the Native Butterfly & Moth House, the Dahlia Garden, the Native Bee Exhibit, Founder’s Grove, the Lerner Garden of the Five Senses, the Arbor Garden, the Vayo Meditation Garden and the Kitchen Garden. Enjoy a one-hour highlights tour with the rest of the afternoon spent to wander and experience on your own. Once in Portland, the evening will be on your own in the Old Port district. There are plenty of shops and seafood restaurants to discover.

Accommodations: Portland Harbor Hotel or similar
Meals: B, L

DAY 10 * Portland History & 3-Lighthouse Van Tour, Portland Culinary Walking Tour, Farewell Dinner

Explore Portland and its historic landmarks and lighthouses from a local’s perspective. The guide is a long-time Portland resident and history buff. He will take you through Portland’s Old Port district & the city waterfront. Learn about Portland’s colorful past: early Portland, Portland at war, shipping & shipbuilding.  In the afternoon, you'll take a culinary walking tour in stopping for not-to-miss food tastings. Learn about the sustainable seafood industry and why Portland is called one of America's foodiest cities by Bon Apetit Magazine. The day will end with a Farewell Dinner at one of Portland’s best-loved seafood restaurants - Scales.

Accommodations: Portland Harbor Hotel or similar
Meals: B, D


DAY 11 *  Transfer to Portland Jetport, Fly Home

Today, you will be transferred to the Portland airport for your flight home. We trust you will have had a great sailing experience and a ‘taste of Maine’ !

Meals: B

PRICE:  Contact the office for pricing; dependent on the sailing dates (2023 Sailings: June 5-9, June 15-29, June 28-July 2, July 24-28, Aug 4-8, Aug 25-29, Sept 29-Oct 3)


  • Accommodations in Bar Harbor, on the Schooner Ladona, in Rockport & Portland
  • Service of professional, certified guides
  • Gourmet meals at select restaurants in Bar Harbor, Rockland and Portland (per Daily Itinerary)
  • Tour of Acadia National Park with hiking
  • A 4-night windjammer cruise onboard the Schooner Ladona: sailing, sightseeing, hiking onshore, activities, visits to Maine villages and fine dining
  • Onshore lobster bake (weather permitting)
  • Welcome Dinner at a select restaurant in Bar Harbor
  • Dinner at a farm-to-table restaurant in Rockland
  • Entrance & tour at Coastal Maine Botanical Gardens in Boothbay
  • A guided walking culinary & history tour of Portland with artisan food tastings
  • Visits to three iconic Portland lighthouses: Portland Head Light, Bug Light & Spring Point Ledge Light
  • Farewell Dinner at one of Portland's best-loved seafood restaurants
  • Private transportation by coach
  • All guided excursions & entrance fees
  • Breakfasts, lunches and dinners at select restaurants and on the schooner (as per the Daily Itinerary)
  •  Airport transfers in Bangor and Portland



  • Airfare
  • Some meals during free time
  • Taxi/cab rides during free time
  • Tips for the captain & crew
  • Any activity on your own during free time


A deposit of $2000 per person is required to hold a spot. The balance will be due 60 days out from departure. If you cancel the tour prior to the final payment, a refund will be issued less a $500 service charge. If you cancel the tour after the final payment, all payments are non-refundable. We encourage you to purchase travel insurance to offset tour cancellation fees.

If Pack A Fork cancels the tour, for any reason, all payments will be refunded.



Pack A Fork adheres to all local health safety protocols. Social distancing, mask-wearing and hand-washing will be followed, as directed by the driver/guides. There are no vaccination requirements in place for Maine, at this time.



Pack A Fork! has partnered with Exito Travel for air reservations. Exito will have Pack A Fork's tour information for connecting you to the group. They can assist you with the best flights from your home city.  Contact Leanne Reuss at 800-655-4053, X 8528. You can always make your own flight arrangements. Please check with the office to coordinate flights and logistics for arrival in Bangor.



We strongly recommend you obtain travel insurance to protect yourself from trip cancellation fees, costs incurred due to trip delays/interruptions, and lost or damaged baggage. Travel insurance may also give you medical protection during your trip. Recommended companies include: Travel Guard, Allianz and World Nomads (if under 70).


How to Register for the Private Maine Tour:

Click on the link below to begin your registration.

A deposit of $2000 per person is required at the time of tour registration.