New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Exploring Portland, Maine in December

Exploring Portland, Maine in December Itinerary

Last updated: 2024 Jun 14

Historical Walking Tour and Culinary Delights

Morning
Start your day by immersing yourself in the history of Portland with the Portland, Maine 2-Hour Guided History Tour. Learn about the city's rich past and iconic landmarks. After the tour, grab a delicious breakfast at The Front Room Restaurant & Bar.
Afternoon
Continue your exploration of Portland's history with the Portland, Maine Hidden Histories Guided Walking Tour. Discover the lesser-known stories and hidden gems of the city. For lunch, indulge in a seafood feast at Eventide Oyster Co..
Evening
Join the Portland Old Port Culinary Walking Tour to experience the vibrant food scene of the Old Port. Sample local specialties and enjoy a delightful dinner at Street & Co.. Afterward, head to The Treehouse Lounge for some drinks and live music.
Bedtime
Find amazing hotels in Portland, Maine.
Visit Portland, Maine 2-Hour Guided History Tour in Portland, Maine
star4.86

Portland, Maine 2-Hour Guided History Tour

Book Now
Visit Portland, Maine Hidden Histories Guided Walking Tour in Portland, Maine
star4.85

Portland, Maine Hidden Histories Guided Walking Tour

Book Now
next arrow

Brewery Tour and Sightseeing

Morning
Start your day with a visit to the iconic Portland Head Light, a historic lighthouse with stunning ocean views. Grab a quick breakfast at Duckfat before heading out. Afterward, embark on the Portland, Maine Local Brewery & Spirits Bus Tour to explore the city's thriving craft beer and spirits scene.
Afternoon
Take a self-guided driving tour of Portland's scenic spots with the Portland Self-Guided Sightseeing Driving Audio Tour. Enjoy the picturesque views of Casco Bay and stop by Casco Bay for a leisurely stroll. For lunch, savor the flavors of Maine at Five Fifty-Five.
Evening
Join the Portland, Maine Old Port Brewery & Pub Walking Tour to discover more local breweries and pubs. Enjoy a delicious dinner at Fore Street, known for its farm-to-table cuisine. End the evening with drinks at Boda, a trendy bar with a great selection of cocktails.
Bedtime
Find amazing hotels in Portland, Maine.
Visit Portland Head Light in Portland, Maine
star4.79

Portland Head Light

Book Now
Visit Portland, Maine Local Brewery & Spirits Bus Tour in Portland, Maine
star4.60

Portland, Maine Local Brewery & Spirits Bus Tour

Book Now
next arrow

Cultural Exploration and Shopping

Morning
Start your day by exploring the vibrant arts scene of Portland. Take a self-guided walking tour with the Portland Exploration Self-Guided Driving & Walking Tour and learn about the city's cultural landmarks. For breakfast, try the mouthwatering pastries at The Blue Spoon.
Afternoon
Dive into the history of Portland's African American community with the Portland, Maine Black History Guided Walking Tour. Afterward, visit the Tate House Museum, a well-preserved colonial home that offers a glimpse into the past. For lunch, enjoy a delightful meal at Hugo's.
Evening
Explore the unique boutiques and shops in Portland's downtown area, including a visit to the Kittery Premium Outlets for some shopping. For dinner, indulge in the flavors of Italy at Isa Bistro. End the day with drinks at The Honey Paw, a stylish bar with a creative cocktail menu.
Bedtime
Find amazing hotels in Portland, Maine.
Visit Portland Exploration Self-Guided Driving & Walking Tour in Portland, Maine
star4.00

Portland Exploration Self-Guided Driving & Walking Tour

Book Now
Visit Portland, Maine Black History Guided Walking Tour in Portland, Maine
star4.83

Portland, Maine Black History Guided Walking Tour

Book Now

Outdoor Adventures and Distillery Tour

Morning
Spend the morning enjoying the outdoors at the beautiful Eastern Promenade. Take a walk along the waterfront and soak in the scenic views. Grab a quick breakfast at Little Giant before heading out. For a unique experience, take the Portland, Maine Crime & Injustice Guided Walking Tour to learn about the city's dark history.
Afternoon
Visit Fort Gorges, a historic fort located on an island in Casco Bay. Take a ferry to the fort and explore its intriguing architecture. For lunch, try the mouthwatering barbecue at Noble Barbecue. In the afternoon, join the New England Distilling tour to learn about the art of craft distilling.
Evening
Enjoy a delicious dinner at Scales Restaurant, known for its fresh seafood dishes. Afterward, head to The Highroller Lobster Co. for some drinks and live music in a lively atmosphere.
Bedtime
Find amazing hotels in Portland, Maine.
Visit Portland, Maine Crime & Injustice Guided Walking Tour in Portland, Maine
star5.00

Portland, Maine Crime & Injustice Guided Walking Tour

Book Now
Visit New England Distilling in Portland, Maine

New England Distilling

Book Now

Self-Guided Tour and Farewell

Morning
Start your day with a self-guided walking tour using the Portland Walking Tour Audio Guide. Explore the charming streets of Portland at your own pace. For breakfast, try the delectable pastries at Piccolo.
Afternoon
Visit the historic Tate House Museum and learn about Portland's colonial history. For lunch, enjoy a delicious meal at Bruno's. Spend the rest of the afternoon exploring the unique shops and boutiques in the city. Don't miss a visit to Rising Tide Brewing Company for a taste of local craft beer.
Evening
End your trip with a memorable dinner at David's Opus Ten, a fine dining restaurant known for its exquisite cuisine. Raise a glass to a wonderful trip at Chaval, a cozy bar with a wide selection of wines and spirits.
Bedtime
Find amazing hotels in Portland, Maine.
Visit Portland, Maine Walking Tour Audio Guide in Portland, Maine
star4.50

Portland Walking Tour Audio Guide

Book Now
Visit Rising Tide Brewing Company in Portland, Maine

Rising Tide Brewing Company

Book Now
kayakFind the right stay during your trip.
Got a question about your trip?