Babymoon in Maine: Portland & Surroundings (July 20-26)

Day 1: Arrival & Downtown Portland Relaxation

Morning: Arrive and settle into the Residence Inn Portland Downtown. Take time to relax and unwind after your trip.

Afternoon: Stroll through Portland’s Old Port District, browsing quaint shops and art galleries. Enjoy a leisurely coffee break at a cozy local café.

Evening: Dine at Eventide Oyster Co. to savor fresh seafood in a calming atmosphere. End the evening with a peaceful walk along Commercial Street waterfront.

Day 2: Scenic Coastal Drive & Beach Time

Morning: Take a scenic drive along the Coastal Route 1 towards Cape Elizabeth, stopping to admire views at Popham Beach State Park.

Afternoon: Relax on the soft sands of Two Lights State Park Beach while enjoying gentle ocean breezes. Visit the nearby Portland Head Light for stunning photo opportunities.

Evening: Enjoy a calm dinner at The Lobster Shack at Two Lights, known for its fresh and simple Maine lobster dishes.

Day 3: Ferry Ride & Casco Bay Exploration

Morning: Take a leisurely ferry ride departing from Casco Bay Ferry Terminal to peaks Island. Explore the island’s charming shops and peaceful waterfront.

Afternoon: Rent a tandem bike or take a tram tour around Peaks Island, enjoying gentle scenery without any strenuous hiking.

Evening: Return to Portland and dine at Fore Street, renowned for locally sourced ingredients and a romantic ambiance.

Day 4: Relaxing Beach Day & Waterfront Exploration

Morning: Visit Old Orchard Beach for a gentle beach day. Relax beachside with a good book or a calming walk along the shore.

Afternoon: Explore nearby shops and cafes on the Old Orchard Beach promenade, soaking in a laid-back seaside vibe.

Evening: Have dinner at Lobster Pier with views over the water, enjoying fresh catches and Maine staples.

Day 5: Sunset Cruise & Light Waterfront Activity

Morning: Visit Victoria Mansion in Portland for a relaxed guided tour of this historic and beautifully preserved home.

Afternoon: Enjoy some light shopping in the Arts District, focusing on artisanal crafts and local boutiques.

Evening: Embark on a Casco Bay Sunset Cruise, offering serene views, gentle sea breeze, and a peaceful way to close the day.

Day 6: Water Activities & Coastal Village Charm

Morning: Join a gentle kayak or paddleboard tour in Casco Bay—suitable for beginners, ideal for relaxation on calm waters.

Afternoon: Visit the nearby village of Cape Elizabeth, browsing its boutique shops and enjoying coastal scenery from a café patio.

Evening: Have a quiet dinner at Portsider, which offers classic Maine seafood in an intimate setting.

Day 7: Leisurely Departure Day & Last Minute Exploration

Morning: Pack and take a final stroll along the Eastern Promenade, soaking in views of the harbor and islands.

Afternoon: Stop by the Portland Farmers’ Market (if open) for local goods and light refreshments before heading to the airport.

Evening: Safe travels and reflect on your relaxing Maine babymoon experience!

Time and Cost Estimates

• Residence Inn Portland Downtown: 7 nights, included in accommodation booking
• Old Port Shopping & Cafés: 2-3 hours, free (shopping optional)
• Eventide Oyster Co. Dinner: ~1.5 hours, $70 per couple
• Coastal Drive & Beaches (Popham, Two Lights): 4-5 hours, free
• Lobster Shack Dinner: ~1 hour, $60 per couple
• Casco Bay Ferry Roundtrip to Peaks Island: 2-3 hours, $40 per couple
• Bike Rental on Peaks Island: 1-2 hours, $30 per couple
• Fore Street Dinner: ~1.5 hours, $90 per couple
• Old Orchard Beach Visit: 3-4 hours, free (parking approx. $10)
• Lobster Pier Dinner: ~1 hour, $70 per couple
• Victoria Mansion Tour: 1 hour, $24 per couple
• Sunset Cruise on Casco Bay: ~2 hours, $100 per couple
• Kayaking/Paddleboarding Casco Bay: 2 hours, $80 per couple
• Portsider Dinner: ~1.5 hours, $70 per couple
• Portland Farmers’ Market Visit: 1 hour, free (optional shopping)

Total Estimated Cost: Approximately $734 (excluding accommodation and personal shopping).

Tips

To extend the trip, consider adding a day trip to Boothbay Harbor for more ferry excursions, coastal dining, and scenic village strolls. For a shorter trip, focus on Days 1, 3, and 5 for a blend of relaxation, ferry rides, and scenic activities in Portland itself without venturing far.