Portland, Maine
Private boat cruises on Casco Bay, James Beard–nominated catering, sunset charters, and coastal adventures built for the bride and her crew.
Why Maine?
Skip Vegas. Skip Nashville. Maine offers something rare — genuine beauty, world-class food, and private experiences you can't find anywhere else. Just 2 hours from Boston, 5 from NYC, and 3.5 from Providence, it's the bachelorette destination nobody's overrun yet.
Rugged cliffs, hidden coves, and open ocean — Casco Bay is one of the most scenic bays on the entire East Coast. Golden hour out here is something else.
Add catering from Chaval and The Ugly Duckling — Portland's James Beard–nominated chefs — to any charter. Lobster rolls, tapas, and handcrafted pastries, out on the water.
No crowds. No package tours. Our private charters mean the entire boat is yours — just the bride, her crew, and miles of open water.
Featured Experience
A fully private boat on Casco Bay — from $145/person with an unlimited open bar included. Wine, bubbly, rosé, beer, and hard seltzer, all in. Add James Beard–nominated catering and it's a full party on the water.
On the Water
Plan Your Trip
Everything you need to plan the perfect Maine bachelorette weekend — from itineraries to packing lists to insider tips.
Weekend Itinerary
Friday night through Sunday morning — bars, brunch, the boat cruise, and everything in between. Your complete 3-day itinerary.
Read the Guide
Boat Cruise
First time chartering a boat? Here's everything — what to wear, what to bring, how it works, and why it's the best bachelorette activity in Maine.
See the Boat Cruise
Unique Experiences
Sunrise kayaking, private island picnics, coastal hikes, and world-class dining on the water — Maine has bachelorette activities you won't find anywhere else.
See ActivitiesFive Stars
"Used Casco Bay Custom Charters for a small bachelorette outing. Vinny and Tristan were the best! They shared so many fun facts about Portland and always made sure our glasses were full. We saw some really cute seals — such an amazing day on the water."
2025
"I booked a charter for a friend's bachelorette party and it was the highlight of everyone's trip! The boat was very comfortable and the experience was seamless. Parking and ubering to the marina was a breeze. The staff were wonderful."
2025
"This private charter was so much fun! This was for my bachelorette trip and it was really the best day we had in Portland. We played music, had drinks and snacks and really enjoyed being on the water. Captains were fantastic and fun."
2023
"Casco Bay Custom Charters is a wonderful company to book a boat charter. I had booked for a bachelorette weekend and they were very easy to work with. I had to shift our reservation after booking and the customer service was amazing!"
2023
"Nothing but compliments all around to the team! We booked them for our bachelorette party and Mike and Rick were incredible hosts. The food and drink options were delicious and they customized everything for us."
2023
"We did a bachelorette group of 12 girls and we had a fantastic time! Drinks were delicious and the ride was very smooth with beautiful landscapes. We would do this again in a heartbeat!"
2023