Explore our YouTube channel for previews of every 2025 trip and a personal welcome from our founder! 👉 Our YouTube
UPCOMING TRIPS
DAY TRIPS
Sunday, February 15, 2026
Jurassic Park Live
$350 per Person
Watch the film with John Williams' score performed live by the Portland Symphony Orchestra. Featuring visually stunning imagery and groundbreaking special effects. Includes snacks during the performance and dinner after the show. Pickup/dropoff route: Southern
Deposit of $100 due by October 1st, 2025. Final payment due by December 29, 2025.
Saturday, June 21, 2025
BOOTHBAY HARBOR
$360 per Person
Explore the beauty of Maine’s coast with a scenic harbor town experience—shopping, sightseeing, and fresh sea air. Pickup/drop-off route: Northern
Registration Closed
Saturday, July 19, 2025
BOSTON
$300 per Person
A classic city adventure with flexible outdoor and indoor plans depending on the weather—always something to explore! Pickup/drop-off route: Southern
Registration Closed
Saturday, August 2, 2025
KENNEBUNKPORT
DAY TRIP
$360 per Person
A relaxing day on the coast! Enjoy a whale watch tour, explore downtown Kennebunkport, grab ice cream, and end with dinner at a local restaurant. Great mix of sightseeing, marine life, and New England charm. Pickup/drop-off route: Southern
Registration Closed
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Saturday, August 30, 2025
RED SOX VS PIRATES
TRIP
$440 per Person
Boston baseball fun! Includes lunch, a guided Fenway Park tour, a ticket to the Red Sox vs Pirates game, and dinner at Fenway. Great for sports fans and history buffs alike. Pickup-drop-off route: Southern
Registration Closed
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Saturday, September 13, 2025
LINCOLN/WOODSTOCK, NH
DAY TRIP
$475 per Person
Adventure in the White Mountains! Includes a scenic Flume Gorge hike, Cannon Mountain tram ride, off-road tour, lunch, and a relaxing drive through the mountains with dinner before heading home. Pickup/drop-off route: Gray Park & Ride only
Registration Closed
Saturday, December 20, 2025
MAGIC OF CHRISTMAS, PORTLAND
DAY TRIP
$320 per Person
A festive holiday day trip! Tour the Victoria Mansion, enjoy lunch downtown, attend the Magic of Christmas concert, visit the Monument Square tree, and enjoy dinner before heading home. Pickup/drop-off route: Southern
Final Payment Due: November 5th
OVERNIGHT & MULTI-DAY TRIPS
July 10–12, 2026
SAIL BOSTON WEEKEND TRIP
$1215 per Person
Join us for a once-in-a generation experience at Boston's Tall Ship's Festival! This supported adventure includes two nights in a South Boston Airbnb, a full day exploring the tall ships along the Boston waterfront and historic harbor, and a 1.5 hour sail around Boston Harbor aboard the Liberty Fleet. We'll cook together at the Airbnb, enjoy some meals out, and use Uber for easy access around the city. Please note: This is an active trip with moderate walking and not suitable for people using mobility devices. Pickup/drop-off route: Southern
Deposit: $350 due at registration, by March 31, 2026
Final Payment Due: April 10, 2026
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October 11–12, 2025
SALEM, MA
OVERNIGHT TRIP
$835 per Person
Historic and spooky fun! Explore the Salem Witch Museum, House of Seven Gables, ghost tours, haunted happenings, and enjoy great meals and a swim at the hotel. A perfect mix of culture and Halloween thrills. Pickup/drop-off route: Southern
Registration Closed
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December 5–7, 2025
CHRISTMAS IN MYSTIC, CT
WEEKEND TRIP
$1275 per Person
​A magical New England weekend! Visit Mystic Aquarium, Seaport, Olde Mystic Village, Ghosts of Christmas Past tour, plus holiday shopping and meals in cozy restaurants. Includes overnight hotel stays and festive memories. Pickup/drop-off route: Southern
Deposit: $500 due at registration, by October 21st
Final Payment Due: November 5th
PICKUP & DROPOFF
ROUTE KEY
SOUTHERN ROUTE
Used for trips heading south of Gray
(Canobie Lake Park, Salem, Boston, etc.)
Gray Park & Ride
4 Lewiston Rd, Gray, ME 04039 (I-95 Exit 63)
Westbrook Park & Ride
333 Larrabee Rd, Westbrook, ME 04092 (I-95 Exit 48)
Saco Park & Ride
Industrial Park Rd, Saco, ME 04072 (I-195 Exit 1)
NORTHERN ROUTE
Used for trips heading north of Gray
(Boothbay Harbor, Augusta, Belgrade Lakes, etc.)
Gray Park & Ride
4 Lewiston Rd, Gray, ME 04039 (I-95 Exit 63)
Lewiston Park & Ride
1185 Lisbon St, Lewiston, ME 04240 (I-95 Exit 80)
Augusta Civic Center Park & Ride
76 Community Dr, Augusta, ME 04330 (I-95 Exit 112)
MODIFIED ROUTES
Some trips may use fewer stops or follow a custom route based on location and efficiency. When this is the case, all pickup and dropoff locations will be clearly listed in the trip details.
SMART TIPS FOR A GREAT TRIP
âś” Bring Comfy Shoes – We’ll Be Exploring! Supportive Footwear Is A Must
âś” Pack Light But Smart – Include Weather-appropriate Clothes And Any Must-have Personal Items
âś” Sunscreen & Water Bottle – Stay Protected And Hydrated, Especially On Outdoor Adventures
âś” Double-check Your Id Or Passport – Make Sure It's Valid Well Ahead Of Time
âś” Spending Money – Great For Souvenirs, Snacks, Or Anything Extra You'd Like During The Trip
NEW TRAVELER SPECIAL
Get $25 off your first trip with us!
Discount applied automatically when you register — no code needed.
