Exclusive Portland & Coastal New England Luxury Experience

Kick off your stay in Portland with a playful city scavenger hunt, boutique antique shopping, outdoor parks, and local craft drinks.

1. 08:00|09:00
   

   Food

   Breakfast at Standard Baking Co.

   08:00 – 09:00

   Enjoy fresh artisanal pastries and organic coffee near the waterfront.

2. 09:30|11:00
   

   Outdoor

   Holiday Scavenger Hunt in Portland by Holly Jolly Hunt

   09:30 – 11:00

   Explore downtown Portland on a festive and interactive mobile scavenger hunt.

3. 11:15|12:30
   

   Shopping

   Portland Antique Mall

   11:15 – 12:30

   Browse vintage collectibles and unique historic items at the antique mall.

4. 12:45|14:00
   

   Food

   Lunch at Eventide Oyster Co.

   12:45 – 14:00

   Savor fresh Maine oysters and famous lobster rolls in a chic setting.

5. 14:30|16:00
   

   Outdoor

   Richland Park

   14:30 – 16:00

   Take a relaxing outdoor stroll through the green manicured grounds of Richland Park.

6. 16:15|17:30
   

   Sightseeing

   Portland Brew & Spirits

   16:15 – 17:30

   Sample local craft brews and small-batch distilled spirits.

   • entryFree
7. 17:45|19:00
   

   Sightseeing

   Sumner Crest Winery

   17:45 – 19:00

   Taste regional wines during an early evening wine tasting experience.

   • entryFree
8. 19:30|21:00
   

   Food

   Dinner at Fore Street

   19:30 – 21:00

   Dine on wood-fired heirloom meats and seafood cooked over an open hearth.

Embark on an exclusive private journey down the coast to Portsmouth before returning to Portland for leisure and local events.

1. 08:00|09:00
   

   Food

   Breakfast at Tandem Coffee & Bakery

   08:00 – 09:00

   Start the day with specialty coffee brews and house-baked breakfast biscuits.

2. 09:15|12:30
   

   Sightseeing

   Coastal Gems: Exclusive Private Tour from Portland to Portsmouth

   09:15 – 12:30

   Discover scenic harbors, historic lighthouses, and seaside villages on a private excursion.

   • site“Coastal Gems: Exclusive Private Tour from Portland to Portsmouth
   • entryINR 35241
3. 12:45|14:00
   

   Food

   Lunch at Central Provisions

   12:45 – 14:00

   Enjoy upscale small plates and handcrafted cocktails in the Old Port.

4. 14:15|15:30
   

   Shopping

   Portland Antique Mall

   14:15 – 15:30

   Explore curated displays of antiques and vintage furnishings.

5. 15:45|17:00
   

   Outdoor

   Richland Park

   15:45 – 17:00

   Unwind outdoors with a peaceful afternoon walk through park trails.

6. 17:15|18:15
   

   Sightseeing

   Portland Brew & Spirits

   17:15 – 18:15

   Discover Portland's vibrant beverage scene with a guided tasting.

   • entryFree
7. 18:30|19:15
   

   Sightseeing

   Portland Strawberry Festival

   18:30 – 19:15

   Celebrate seasonal fruits, local treats, and community arts at the festival.

   • entryFree
8. 19:30|21:00
   

   Food

   Dinner at Street & Company

   19:30 – 21:00

   Indulge in fresh French-accented seafood dishes served in cobblestone surrounds.

Head inland on a private tour through New Hampshire's White Mountains, paired with wine tasting and city stops.

1. 08:00|09:00
   

   Food

   Breakfast at Dutch's

   08:00 – 09:00

   Fill up on hearty scratch-made breakfast sandwiches and fresh juices.

2. 09:15|12:30
   

   Sightseeing

   New Hampshire White Mountains Exclusive Private Tour

   09:15 – 12:30

   Experience magnificent mountain peaks, dramatic passes, and scenic overlooks.

   • entryINR 44303
3. 12:45|14:00
   

   Food

   Lunch at Scales

   12:45 – 14:00

   Dine on waterfront Maine seafood with panoramic harbor views.

4. 14:15|15:30
   

   Sightseeing

   Sumner Crest Winery

   14:15 – 15:30

   Sample artisanal wines in an intimate winery setting.

   • entryFree
5. 15:45|17:00
   

   Shopping

   Portland Antique Mall

   15:45 – 17:00

   Shop for rare estate jewelry and vintage home décor.

6. 17:15|18:15
   

   Outdoor

   Richland Park

   17:15 – 18:15

   Enjoy a quiet outdoor stroll amidst lush park greenery.

7. 18:30|19:15
   

   Sightseeing

   Portland Brew & Spirits

   18:30 – 19:15

   Cap off the afternoon with tastings of local craft spirits.

   • entryFree
8. 19:30|21:00
   

   Food

   Dinner at Twelve

   19:30 – 21:00

   Experience refined fine dining celebrating seasonal Maine ingredients.

Explore the quintessential rocky coast and picturesque coastal towns of Central Maine on a private tour.

1. 08:00|09:00
   

   Food

   Breakfast at Cafe Madelein

   08:00 – 09:00

   Savor authentic French pastries and espresso in a warm atmosphere.

2. 09:15|12:30
   

   Sightseeing

   Central Coastal Maine Private Day Tour

   09:15 – 12:30

   Tour iconic lighthouse points, historic fishing harbors, and scenic coastal road stretches.

   • entryINR 35241
3. 12:45|14:00
   

   Food

   Lunch at Duckfat

   12:45 – 14:00

   Try handcrafted paninis and Belgian fries cooked in duck fat.

4. 14:15|15:30
   

   Sightseeing

   Portland Strawberry Festival

   14:15 – 15:30

   Visit festival booths featuring strawberry treats and local crafts.

   • entryFree
5. 15:45|17:00
   

   Shopping

   Portland Antique Mall

   15:45 – 17:00

   Browse mid-century furniture and unique local art pieces.

6. 17:15|18:15
   

   Outdoor

   Richland Park

   17:15 – 18:15

   Relax in the park's landscaped lawns and shade trees.

7. 18:30|19:15
   

   Sightseeing

   Sumner Crest Winery

   18:30 – 19:15

   Enjoy a pre-dinner glass of wine produced in the region.

   • entryFree
8. 19:30|21:00
   

   Food

   Dinner at Chaval

   19:30 – 21:00

   Dine on Spanish and French inspired cuisine made with local produce.

Travel down to historic Cape Ann, Massachusetts on a luxury private tour dedicated to maritime lore.

1. 08:00|09:00
   

   Food

   Breakfast at LB Kitchen

   08:00 – 09:00

   Enjoy healthy, modern breakfast bowls and functional warm drinks.

2. 09:15|12:30
   

   Sightseeing

   Mysteries & Maritime: Cape Anne, MA: Exclusive Private Tour

   09:15 – 12:30

   Uncover colonial seafaring legends, coastal hamlets, and historic sites on Cape Ann.

   • entryINR 35241
3. 12:45|14:00
   

   Food

   Lunch at The Honey Paw

   12:45 – 14:00

   Sample creative Asian-inspired noodles and savory small plates.

4. 14:15|15:30
   

   Sightseeing

   Portland Brew & Spirits

   14:15 – 15:30

   Take a guided afternoon tasting of artisanal local microbrews.

   • entryFree
5. 15:45|17:00
   

   Shopping

   Portland Antique Mall

   15:45 – 17:00

   Discover curated nautical antiques and historic memorabilia.

6. 17:15|18:15
   

   Outdoor

   Richland Park

   17:15 – 18:15

   Take a scenic late-afternoon stroll in the fresh coastal air.

7. 18:30|19:15
   

   Sightseeing

   Sumner Crest Winery

   18:30 – 19:15

   Unwind with signature wine flights before dinner.

   • entryFree
8. 19:30|21:00
   

   Food

   Dinner at Leeward

   19:30 – 21:00

   Savor house-made pasta and elevated Italian dishes in a sleek setting.

Journey north to Camden, Rockland, Pemaquid, and Belfast on a private coastal tour.

1. 08:00|09:00
   

   Food

   Breakfast at Standard Baking Co.

   08:00 – 09:00

   Return for fresh morning croissants and rich espresso.

2. 09:15|12:30
   

   Sightseeing

   Camden, Rockland, Pemiquid, and Belfast Exclusive Private Tour

   09:15 – 12:30

   Explore idyllic harbors, iconic lighthouses, and artist hubs across Penobscot Bay.

   • entryINR 35241
3. 12:45|14:00
   

   Food

   Lunch at EVO Kitchen & Bar

   12:45 – 14:00

   Enjoy Mediterranean street food elevated with modern flair.

4. 14:15|15:30
   

   Sightseeing

   Portland Strawberry Festival

   14:15 – 15:30

   Experience festival music, fresh fruit desserts, and local vendors.

   • entryFree
5. 15:45|17:00
   

   Shopping

   Portland Antique Mall

   15:45 – 17:00

   Find memorable gifts and unique antiques to take home.

6. 17:15|18:15
   

   Outdoor

   Richland Park

   17:15 – 18:15

   Spend time enjoying open green space at Richland Park.

7. 18:30|19:15
   

   Sightseeing

   Portland Brew & Spirits

   18:30 – 19:15

   Taste handcrafted local spirits and botanical gins.

   • entryFree
8. 19:30|21:00
   

   Food

   Dinner at Fore Street

   19:30 – 21:00

   Return to Fore Street for wood-fired seafood delicacies.

Conclude your luxury week with local wine tasting, shopping, park walks, and culinary highlights in Portland.

1. 08:00|09:00
   

   Food

   Breakfast at Tandem Coffee & Bakery

   08:00 – 09:00

   Indulge in final morning pastries and cold brew coffee.

2. 09:30|11:00
   

   Sightseeing

   Sumner Crest Winery

   09:30 – 11:00

   Enjoy a morning tasting of local wine varieties.

   • entryFree
3. 11:15|12:30
   

   Shopping

   Portland Antique Mall

   11:15 – 12:30

   Pick up final antique treasures and local historic finds.

4. 12:45|14:00
   

   Food

   Lunch at Eventide Oyster Co.

   12:45 – 14:00

   Celebrate your trip with fresh seafood, lobster rolls, and cocktails.

5. 14:30|16:00
   

   Outdoor

   Richland Park

   14:30 – 16:00

   Take a tranquil farewell walk through the leafy park space.

6. 16:15|17:30
   

   Sightseeing

   Portland Brew & Spirits

   16:15 – 17:30

   Toast to the end of your trip with local craft beverages.

   • entryFree
7. 17:45|19:00
   

   Sightseeing

   Portland Strawberry Festival

   17:45 – 19:00

   Enjoy live entertainment and local stalls at the festival grounds.

   • entryFree
8. 19:30|21:00
   

   Food

   Dinner at Street & Company

   19:30 – 21:00

   Enjoy a farewell seafood dinner in Portland's historic district.