Maine Family Vacation Itinerary

11 Jun 2026Updated last time

Maine Family Adventure Overview

Embark on an unforgettable Maine Family Adventure that promises a perfect blend of natural beauty, charming towns, and historic landmarks. Your journey begins with a visit to Acadia National Park, where you can explore stunning coastal landscapes, hike breathtaking trails, and capture scenic viewpoints that entice nature lovers and outdoor enthusiasts. Next, venture into the picturesque town of Bar Harbor, a vibrant seaside community offering excellent dining, shopping, and easy access to Acadia's wonders. Continue your expedition to Portland Head Light, one of America's most photographed lighthouses, where you will be mesmerized by the historic significance and panoramic ocean views. Experience the lively summer atmosphere of Old Orchard Beach, a family-friendly destination featuring sandy beaches, a bustling boardwalk, and a classic amusement park. Conclude your adventure in the charming town of Kennebunkport, known for its historic charm, beautiful beaches, and quaint streets lined with unique shops, providing a perfect ending to a scenic and relaxing getaway. This Maine itinerary offers a diverse array of experiences, ensuring memorable moments for the entire family.


Recommended Activities

  • 1

    Acadia National Park

    Acadia National Park offers stunning coastal landscapes, beautiful hiking trails, and picturesque viewpoints, making it perfect for outdoor enthusiasts and nature lovers.
  • Bar Harbor is a charming seaside town with a vibrant downtown, excellent dining options, and easy access to Acadia National Park, providing a perfect blend of natural beauty and local culture.
  • 3

    Portland Head Light

    Portland Head Light is one of the most picturesque lighthouses in the United States, offering breathtaking ocean views, historic significance, and a great spot for photography.
  • 4

    Old Orchard Beach

    Old Orchard Beach is a family-friendly destination known for its sandy beaches, lively boardwalk, amusement park, and vibrant summer atmosphere.
  • 5

    Kennebunkport

    Kennebunkport is a picturesque coastal town with historic charm, beautiful beaches, unique shops, and quaint streets, making it ideal for a relaxing and scenic getaway.

Restaurants

  • The Lost Kitchen

    22 Mill St, Freedom, ME 04941, United States
    Located in an old mill, this farm-to-table restaurant offers a unique and intimate dining experience, using locally-sourced ingredients.
    4.8
    $$$$
  • Eventide Oyster Co.

    86 Middle St, Portland, ME 04101, United States
    Known for its creative and modern take on New England seafood, this restaurant is a must-visit for oyster lovers and seafood enthusiasts.
    4.6
    $$$$
  • 288 Fore St, Portland, ME 04101, United States
    Featuring a wood-fired grill and rustic ambiance, this restaurant offers a unique dining experience with a focus on locally-sourced ingredients and bold flavors.
    4.5
    $$$$
  • 18 Franklin St, Biddeford, ME 04005, United States
    Housed in a vintage 1920s dining car, this eatery offers a nostalgic and charming dining experience with a modern twist on classic diner fare.
    4.6
    $$$$
  • The Well at Jordan's Farm

    21 Wells Rd, Cape Elizabeth, ME 04107, United States
    Set on a working farm, this farm-to-table restaurant offers an outdoor dining experience with fresh, seasonal dishes prepared in a quaint and picturesque setting.
    4.7
    $$$$

Hotels

  • The Cliff House, Cape Neddick, Maine

    591 Shore Rd, Cape Neddick, ME 03902, United States

    Perched on the scenic cliffs of Cape Neddick, this luxurious resort offers breathtaking ocean views, a full-service spa, and unique coastal-inspired design.
  • Treehouse at Hidden Pond

    354 Goose Rocks Rd, Kennebunkport, ME 04046, United States

    This unique treehouse accommodation combines rustic charm with modern amenities, providing an immersive nature experience amidst the serene woodland.
  • Canopy by Hilton Portland Waterfront

    9 Center St, Portland, ME 04101, United States

    Offering stunning waterfront views, this modern hotel features unique local art, luxurious rooms, and an eco-friendly design.
  • The Press Hotel, Maine

    119 Exchange St, Portland, ME 04101, United States

    Housed in a historic building that was once a newspaper headquarters, this boutique hotel combines vintage charm with contemporary style.
  • Inn by the Sea

    40 Bowery Beach Rd, Cape Elizabeth, ME 04107, ארצות הברית

    Set on a mile-long sandy beach, this eco-luxury resort offers unique oceanfront accommodations, a full-service spa, and commitment to environmental sustainability.

Local Events & Happenings

  • Picture for Ty Myers

    Ty Myers

    Bowl in the Pines in Sidney (34.09 mi)11 Jun 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Jo Dee Messina

    Jo Dee Messina

    Bowl in the Pines in Sidney (34.09 mi)13 Jun 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Whiskey Myers w/ Southall

    Whiskey Myers w/ Southall

    Bowl in the Pines in Sidney (34.09 mi)18 Jun 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Alison Krauss and Union Station

    Alison Krauss and Union Station

    Bowl in the Pines in Sidney (34.09 mi)11 Jul 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Ziggy Marley

    Ziggy Marley

    Bowl in the Pines in Sidney (34.09 mi)15 Jul 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Trombone Shorty

    Trombone Shorty

    Bowl in the Pines in Sidney (34.09 mi)21 Jul 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Blues Traveler w/ Gin Blossoms

    Blues Traveler w/ Gin Blossoms

    Bowl in the Pines in Sidney (34.09 mi)28 Jul 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Andy Grammer

    Andy Grammer

    Bowl in the Pines in Sidney (34.09 mi)19 Aug 2026
    The event will take place at Bowl in the Pines in Sidney.
  • Picture for Tori Amos

    Tori Amos

    Merrill Auditorium in Portland (39.35 mi)29 Jul 2026
    The event will take place at Merrill Auditorium in Portland.
  • Picture for Herbie Hancock

    Herbie Hancock

    Merrill Auditorium in Portland (39.35 mi)1 Aug 2026
    The event will take place at Merrill Auditorium in Portland.
  • Picture for The Wild Kratts Live!

    The Wild Kratts Live!

    Merrill Auditorium in Portland (39.35 mi)16 Oct 2026
    The event will take place at Merrill Auditorium in Portland.
  • Picture for The Wild Kratts Live!

    The Wild Kratts Live!

    Merrill Auditorium in Portland (39.35 mi)16 Oct 2026
    The event will take place at Merrill Auditorium in Portland.
  • Picture for Brian Cox

    Brian Cox

    Merrill Auditorium in Portland (39.35 mi)11 Mar 2027
    The event will take place at Merrill Auditorium in Portland.
  • Picture for party iconic presents: HEATED RIVALRY NIGHT

    party iconic presents: HEATED RIVALRY NIGHT

    Aura in Portland (39.46 mi)31 May 2026
    You must be 18 or over and have a valid ID to attend Welcome to the high-energy, emotionally charged dance party inspired by the tension, obsession, and enemies-to-lovers chaos of Heated Rivalry. Built around forbidden attraction, late-night adrenali...
  • Picture for Anberlin with Emery and Watashi Wa

    Anberlin with Emery and Watashi Wa

    Aura in Portland (39.46 mi)4 Jun 2026
    You must be 18 or over and have a valid ID to attend Doors will open an hour before event time
  • Picture for Dirty Deeds

    Dirty Deeds

    Aura in Portland (39.46 mi)6 Jun 2026
    You must be 18 or over and have a valid ID to attend We?re All In: Prices include fees (before taxes). Doors will open an hour before event time
  • Picture for All Your Friends

    All Your Friends

    Aura in Portland (39.46 mi)7 Jun 2026
    You must be 18 or over and have a valid ID to attend Doors will open an hour before event time
  • Picture for Pride 2026

    Pride 2026

    Aura in Portland (39.46 mi)21 Jun 2026
    The wait is over! Aura and Cherry Lemonade join forces once again for Pride 2026, with special guest LaGanja Estranja from RuPaul's Drag Race and So You Think You Can Dance! Hosted by Cherry Lemonade and GiGi Gabor; with performances by Arabella LaDe...
  • Picture for Jesse Royal

    Jesse Royal

    Aura in Portland (39.46 mi)4 Jul 2026
    You must be 18 or over and have a valid ID to attend Doors will open an hour before event time
  • Picture for Robert Jon & the Wreck

    Robert Jon & the Wreck

    Aura in Portland (39.46 mi)10 Jul 2026
    You must be 18 or over and have a valid ID to attend Doors will open an hour before event time

Travel Gems from Reddit

  • Family trip to Portland ME

    /r/newengland

    24 votes, 88 comments. 51K subscribers in the newengland community. A place for discussion of New England related topics.