Babymoon in Maine: July 20-26 Itinerary

Day 1: Arrival & Portland Downtown Exploration

Morning: Arrive and settle into the Residence Inn Portland Downtown. Enjoy a leisurely breakfast at Becky’s Diner, a local favorite for comfort food.

Afternoon: Stroll along the Old Port District, explore charming shops and galleries. Visit the quaint Portland Farmers Market if timing allows.

Evening: Dinner at Fore Street Restaurant, known for farm-to-table fresh seafood. End the day with a relaxing walk along the Eastern Promenade Trail for scenic harbor views.

Day 2: Beach Day & Casual Dining in Cape Elizabeth

Morning: Head to Two Lights State Park Beach for a relaxing morning by the ocean with soft sand and calm views.

Afternoon: Enjoy lunch at Portland Head Light Visitor Center Cafe, then visit the iconic Portland Head Light Lighthouse for scenic photos without any strenuous hiking.

Evening: Relax with dinner at Edgewater in Cape Elizabeth, offering beautiful water views and fresh local dishes.

Day 3: Casco Bay Ferry & Island Exploration

Morning: Take a ferry ride from Portland Wharf on the Casco Bay Lines to Peaks Island, a peaceful island with shops and cafes.

Afternoon: Explore the island’s quaint village, visit local boutiques, and enjoy a relaxing lunch at Standpipe Coffee.

Evening: Return to Portland for a sunset cruise departing from the waterfront, soaking in the gorgeous coastal scenery on the Casco Bay Sunset Cruise.

Day 4: Scenic Drive & Boothbay Harbor Leisure

Morning: Drive along the scenic Coastal Route 1 heading south to Boothbay Harbor (about 1.5 hours), stopping at charming towns along the way.

Afternoon: Have lunch at Boathouse Bistro, then leisurely browse galleries and boutiques in Boothbay’s harbor village.

Evening: Take an early dinner at Ports of Italy, soaking in the cozy atmosphere before driving back to Portland for a restful evening.

Day 5: Water Activities & Spa Relaxation

Morning: Enjoy a gentle kayak or stand-up paddleboard rental at Casco Bay Kayak, offering calm water options suitable for relaxation.

Afternoon: Return to Portland for a prenatal-friendly spa treatment at Hõm Spa to unwind and rejuvenate.

Evening: Dine at Street & Co., well-known for fresh seafood in a relaxed setting right in the Old Port.

Day 6: Kennebunkport & Sunset Beach

Morning: Drive to Kennebunkport (approximately 45 minutes). Explore the boutique shops, art galleries, and cafés along Dock Square.

Afternoon: Relax at Mother’s Beach for calm waters and soft sand ideal for a peaceful afternoon by the sea.

Evening: Enjoy an early dinner at The Boathouse Waterfront Hotel Restaurant followed by a leisurely sunset drive along the Ocean Avenue Scenic Route back to Portland.

Day 7: Leisurely Morning & Departure

Morning: Enjoy a late breakfast at Standard Baking Co. in Portland. Spend remaining time browsing local shops or relaxing in the hotel lounge.

Afternoon: Pack and prepare for departure at a relaxed pace.

Evening: Departure or enjoy a final light meal nearby if time allows.

Time and Cost Estimates

• Old Port District & Shops: 2-3 hours, Free to $50 (shopping varies)
• Two Lights State Park & Portland Head Light: 2-3 hours, Free
• Casco Bay Ferry to Peaks Island: 4-5 hours, $25 per person round trip
• Casco Bay Sunset Cruise: 2 hours, $50 per person
• Scenic Drive to Boothbay Harbor + Lunch: 6 hours total, Gas approx. $15, Lunch $30 per person
• Kayak/Paddleboard Rental at Casco Bay Kayak: 2 hours, $40 per person
• Hõm Spa Prenatal Treatment: 1.5 hours, $120
• Kennebunkport & Mother’s Beach: 4-5 hours, Free (beach), Lunch/Dinner $50 per person
• Meals (average per day): $60 per person (varies by location)

Total Estimated Cost: Approximately $850 - $1,000 per person

Tips

If you want to extend the trip, consider adding a night on Peaks Island to savor more peaceful island time or include a day trip to Bar Harbor for whale watching and scenic boat tours. If reducing duration, focus on Portland’s Old Port, the Casco Bay ferry day, and one beach day to maximize relaxation with minimal transfers.