We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
58 Pine St, Portland, ME 04102-3855
Improve this listing
Ranked #49 of 537 Restaurants in Portland
Certificate of Excellence 2014
Sun 9:00 am - 2:00 pm
Mon - Thu 5:30 pm - 9:30 pm
Fri - Sat 5:30 pm - 10:00 pm
Cuisines: American, Italian
More restaurant details
Restaurant details
Good for: Romance, Local cuisine, Special occasions, Entertaining clients
Dining options: Breakfast/Brunch, Dinner, Reservations
Write a Review

224 reviews from our community

Visitor rating
Rating summary
Date | Rating
  • English first
  • Italian first
  • Any
English first
Islesford, Maine
Top Contributor
74 reviews 74 reviews
51 restaurant reviews
42 helpful votes 42 helpful votes
3 of 5 stars Reviewed November 22, 2014 NEW

Caiola is a friendly, homey, European style of a small intimate space with attentive service and staff.A great refuge on a recent cold November evening. However the food is tired. They pride themselves on a daily changing menu. I have been here twice, and until there's some attention paid to the menu, it is possibly my last. Looking through the... More

Was this review helpful? Yes
Sanford, Maine
2 reviews
5 of 5 stars Reviewed November 20, 2014

We were led through a cozy front dining room, the kitchen (eyebrows raised) and into a back room where there was privacy abounds; two rooms and about 6 tables each. Our server was delightful and engaging, explained the specials clearly and was quick to bring us a nice bottle of French Red. The food was very good; simple and straightforward,... More

Was this review helpful? Yes
San Diego, CA
14 reviews 14 reviews
11 restaurant reviews
15 helpful votes 15 helpful votes
5 of 5 stars Reviewed November 3, 2014

My husband and I were visiting my brother and sister-in-law in Portland, Maine and were celebrating our anniversary with them. They took us to Caiola's for dinner. We visited on a Wednesday evening and it was fairly empty when we arrived, but even with rain outside, the place filled up. I can certainly see why. The food and service ,... More

Was this review helpful? Yes
Senior Contributor
21 reviews 21 reviews
20 restaurant reviews
8 helpful votes 8 helpful votes
4 of 5 stars Reviewed October 31, 2014 via mobile

We stopped in for a meal late Thursday night. The menu is great with lots of intriguing dishes. We had appetizer of prosciutto and another of some kind of sweet potato fritter. Both were delightful. I had one of my favorites, paella. Great fresh seafood with a smoked chicken thigh and some chorizo. Very delicious. We had a nice bottle... More

Was this review helpful? Yes
Portland, Maine
3 reviews 3 reviews
3 restaurant reviews
5 of 5 stars Reviewed October 29, 2014

After going to Caiola's on and off for several years, I have come to realize there is not a better restaurant in Portland, which says a lot in this town. My wife and I have never once had anything less than a wonderful meal, served by friendly, knowledgeable wait staff, in a small friendly setting in Portland's West End. From... More

Was this review helpful? Yes
Newton, Massachusetts
Senior Contributor
39 reviews 39 reviews
19 restaurant reviews
22 helpful votes 22 helpful votes
4 of 5 stars Reviewed October 19, 2014

This local gem is not to be missed. Frequent menu changes reflect the locally sourced food; still the core menu items are always variable. Nice wine selection, along with some bottled beers. Varied appetizers, and salad selections. My wife and have never had a better chicken Marsala. The service was excellent, and the value was outstanding. Reservations, and parking is... More

Was this review helpful? Yes
Chicago, Illinois
Top Contributor
204 reviews 204 reviews
133 restaurant reviews
58 helpful votes 58 helpful votes
3 of 5 stars Reviewed October 15, 2014

We had a generally enjoyable meal at Caiola's. The room is comfortable and is buzzing with activity -- it feels like a real haven for locals, and the environment is the strongest positive about the place. The food is pretty good, but none of our dishes (and we had several) was excellent. Unfortunately, one of the servers spilled most of... More

Was this review helpful? Yes
Woolwine, Virginia
Top Contributor
137 reviews 137 reviews
112 restaurant reviews
60 helpful votes 60 helpful votes
4 of 5 stars Reviewed October 6, 2014 via mobile

First let me get this out of the way. After several people here gave them low ratings for having to walk through the kitchen to the back dining area, they no longer do that unless " the snow outside is too deep". As I told our waitress I walk through my kitchen all the time! We would return for dinner... More

Was this review helpful? Yes
San Francisco, California
Senior Contributor
24 reviews 24 reviews
17 restaurant reviews
26 helpful votes 26 helpful votes
5 of 5 stars Reviewed October 3, 2014 via mobile

Recommended by friends, this little gem knows how to do food as well - or better - than the restaurants we frequent at home in San Francisco. That's one, big W-O-W! Quality ingredients, inventively prepared and presented, fine, casual but attentive service, creative cocktails and a good little wine list - after the meal, we looked at each other and... More

Was this review helpful? Yes 1
Richmond, Virginia
Senior Reviewer
8 reviews 8 reviews
6 restaurant reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed September 29, 2014

We had the privilege of eating at Caiola's last week. This small Italian restaurant was recommended to us by friends (who, like us, were visiting from out of state) and it did not disappoint. My husband had the paella and declared -- when every last bite was eaten -- that it was the best paella he'd ever eaten and that... More

Was this review helpful? Yes 1

Travelers who viewed Caiola's also viewed


Been to Caiola's? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Caiola's

Address: 58 Pine St, Portland, ME 04102-3855
Phone Number: 207-772-1110
Location: United States  >  Maine (ME)  >  Portland
Open Hours:
Sunday 9:00 am - 2:00 pm
Monday 5:30 pm - 9:30 pm
Tuesday 5:30 pm - 9:30 pm
Wednesday 5:30 pm - 9:30 pm
Thursday 5:30 pm - 9:30 pm
Friday 5:30 pm - 10:00 pm
Saturday 5:30 pm - 10:00 pm
Cuisine: American, Italian

Owners: What's your side of the story?

Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.

Manage your listing