Dave MacDonald
Overview
Caricatures to entertain your party or event!!!!! I have a BFA in Illustration from UMASS/Dartmouth MA and have been working as a " professional caricaturist" since 1990 throughout the Boston Metro and NewEngland regions. I am a regular Artist at Fenway Park for both RedSox games and Corporate functions. I have just about covered all events over the past 25 years including : Weddings, Bar-Mitzvahs, Bat-Mitzvahs, Corporate and Private functions, etc.
Please note* Any bookings Outside the NewEngland region will include a " Travel fee" included in the package .
Reviews
143 reviews
Julie C.
June 8, 2026Fantastic Caricaturist
Dave was a fantastic addition to our daughter's graduation party! He was fun, engaging, and kept our guests entertained throughout the event. The caricatures were fabulous, and everyone loved taking home their drawings. I highly recommend Dave for any special occasion!
Hired as: Caricaturist
Kyla R.
June 4, 2026Made our event special!
Dave was a wonderful vendor at our End of Year Festival for our afterschool program! We have grades K-5 and he made every one of our students feel special. All students and parents loved his work. Thank you Dave!
Hired as: Caricaturist
Taylor R.
May 29, 2026He is the best!
Amazing and professional
Hired as: Caricaturist
Joan C.
May 13, 2026Excellent and engaging in such a small space, thank you!
Dave,
Great job! You certainly were busy yet your grace prevailed.
Warm thanks.
Joan
Hired as: Caricaturist
Booking information
Price range: $100 to $150 a hour
Languages: English
Gig length: 120 - 240 minutes
What to expect
I am a very organized, punctual, and friendly Artist ! My package rates are very fair and negotiable as well.
About
I have been working as a Professional Caricaturist since 1990. I attained a BFA degree in Illustration at UMASS-Dartmouth College in 1988. My major interest has always been cartooning such as " Political and Editorial Style ." I always loved drawing portraits of people and Dogs in that style as well. I aim to " Flatter" most folks with their best features rendered. :)
Additional booking notes
A standard size card table with 3 chairs and a power outlet is required for my setups.
Upcoming booked events
July 2027
17
Saturday
Wedding Reception
4:30pm - 6:30pm
•
Gloucester, MA
July 2026
25
Saturday
Festival
1:00pm - 5:00pm
•
Seabrook, NH
29
Wednesday
Dinner Party
5:00pm - 9:00pm
•
Lincoln, MA
31
Friday
Retirement Party
12:00pm - 1:00pm
•
Lincoln, MA
August 2026
01
Saturday
Wedding Reception
1:00pm - 3:00pm
•
Durham, NH
03
Monday
Corporate Event
7:30pm - 10:30pm
•
North Chelmsford, MA
06
Thursday
Wedding Reception
7:00pm - 9:00pm
•
Concord, NH
14
Friday
Corporate Event
12:00pm - 3:00pm
•
Fall River, MA
15
Saturday
Festival
12:30pm - 4:30pm
•
Seabrook, NH
22
Saturday
Wedding Reception
6:00pm - 8:00pm
•
Sherborn, MA
September 2026
24
Thursday
Grand Opening
3:30pm - 6:30pm
•
Methuen, MA
October 2026
04
Sunday
Fundraiser
11:30am - 1:30pm
•
Wakefield, MA
24
Saturday
Children’s Birthday Party
12:00pm - 3:00pm
•
Hudson, NH
Past booked events
July 2026
19
Sunday
Fundraiser
5:00pm - 7:00pm
•
Dennis, MA
17
Friday
Nonprofit Event
6:00pm - 8:00pm
•
Allston, MA
10
Friday
Wedding Reception
7:00pm - 11:00pm
•
Mendon, MA
10
Friday
Camp Event
1:00pm - 3:00pm
•
Boston, MA
04
Saturday
Wedding Reception
4:00pm - 8:00pm
•
Goffstown, NH
June 2026
28
Sunday
Children’s Birthday Party
11:00am - 1:00pm
•
Cambridge, MA
27
Saturday
Wedding Reception
1:30pm - 5:30pm
•
Hampstead, NH
19
Friday
Corporate Event
4:00pm - 7:00pm
•
Manville, RI
13
Saturday
Graduation
7:30pm - 10:30pm
•
Brookline, MA
10
Wednesday
Corporate Event
4:00pm - 6:00pm
•
Boston, MA
06
Saturday
Graduation
4:00pm - 8:00pm
•
Milford, MA
05
Friday
School Assembly
6:00pm - 9:00pm
•
Amherst, NH
03
Wednesday
School Assembly
3:00pm - 5:00pm
•
Sudbury, MA
02
Tuesday
Corporate Event
12:00pm - 3:00pm
•
Somerville, MA
May 2026
30
Saturday
Wedding Reception
8:00pm - 11:00pm
•
Providence, RI
25
Monday
Corporate Event
11:00am - 2:00pm
•
Boylston, MA
23
Saturday
Wedding Reception
8:00pm - 11:00pm
•
Perkinsville, VT
23
Saturday
Wedding Reception
1:30pm - 3:30pm
•
Perkinsville, VT
14
Thursday
Retirement Community Event
2:30pm - 4:30pm
•
Barrington, RI
10
Sunday
Holiday Party
11:00am - 2:00pm
•
Portsmouth, NH
07
Thursday
Corporate Event
4:30pm - 7:30pm
•
Somerset, MA
01
Friday
Wedding Reception
6:00pm - 9:00pm
•
Groton, MA
April 2026
25
Saturday
Anniversary Party
11:30am - 2:30pm
•
Gardner, MA
20
Monday
Corporate Event
4:00pm - 7:00pm
•
Boston, MA
18
Saturday
Teen Birthday Party
7:30pm - 9:30pm
•
Bellingham, MA
11
Saturday
Birthday Party
7:00pm - 10:00pm
•
Revere, MA
05
Sunday
Easter Party
12:00pm - 3:00pm
•
Portsmouth, NH
March 2026
26
Thursday
Nonprofit Event
6:00pm - 8:00pm
•
Winchester, MA
06
Friday
Corporate Event
7:00pm - 10:00pm
•
Boston, MA
February 2026
21
Saturday
Personal Occasion
3:30pm - 6:00pm
•
Danvers, MA
14
Saturday
Nonprofit Event
6:00pm - 8:00pm
•
Worcester, MA
January 2026
18
Sunday
Birthday Party
11:00am - 1:00pm
•
Medford, MA
16
Friday
Corporate Event
7:00pm - 11:00pm
•
Manchester, NH
03
Saturday
Cocktail Party
7:30pm - 9:30pm
•
Boston, MA
December 2025
31
Wednesday
Wedding Reception
8:30pm - 11:00pm
•
York, ME
27
Saturday
Birthday Party
12:30pm - 2:30pm
•
Westborough, MA
17
Wednesday
Corporate Event
5:00pm - 7:30pm
•
Marlborough, MA
13
Saturday
Corporate Event
6:30pm - 10:00pm
•
Manchester, NH
12
Friday
Christmas Party
6:00pm - 8:30pm
•
Boston, MA
12
Friday
Fundraiser
2:00pm - 4:00pm
•
Milton, MA
10
Wednesday
Christmas Party
5:00pm - 8:00pm
•
Somerville, MA
06
Saturday
Christmas Party
4:00pm - 8:00pm
•
Holliston, MA
05
Friday
Corporate Event
6:30pm - 9:30pm
•
Boston, MA
October 2025
30
Thursday
Retirement Community Event
10:30am - 12:00pm
•
Wrentham, MA
28
Tuesday
Corporate Event
6:00pm - 9:00pm
•
Boston, MA
26
Sunday
Festival
12:00pm - 3:00pm
•
Lincoln, MA
19
Sunday
Nonprofit Event
7:00am - 10:30am
•
Boston, MA
17
Friday
Festival
6:30pm - 8:30pm
•
Cambridge, MA
11
Saturday
Children’s Birthday Party
2:30pm - 5:00pm
•
Quincy, MA
04
Saturday
Festival
10:00am - 1:00pm
•
Sudbury, MA
September 2025
27
Saturday
Festival
12:00pm - 4:00pm
•
Westborough, MA
25
Thursday
Nonprofit Event
11:00am - 12:30pm
•
Hopkinton, MA
18
Thursday
Corporate Event
6:00pm - 8:00pm
•
Cape Neddick, ME
18
Thursday
Retirement Community Event
2:00pm - 4:00pm
•
Portland, ME
13
Saturday
Nonprofit Event
11:00am - 3:00pm
•
Manchester, NH
07
Sunday
Retirement Community Event
2:30pm - 5:00pm
•
Hudson, MA
August 2025
30
Saturday
Wedding Reception
5:30pm - 8:00pm
•
Grafton, VT
23
Saturday
Bachelorette Party
4:00pm - 6:00pm
•
Stafford Springs, CT
23
Saturday
Anniversary Party
12:00pm - 3:00pm
•
Rowley, MA
22
Friday
Birthday Party
7:30pm - 9:30pm
•
Plymouth, MA
17
Sunday
Corporate Event
5:00pm - 7:00pm
•
Belmont, MA
16
Saturday
Festival
2:00pm - 4:00pm
•
Seabrook, NH
July 2025
26
Saturday
Birthday Party
6:00pm - 7:00pm
•
Hudson, MA
11
Friday
Nonprofit Event
6:00pm - 8:00pm
•
Boston, MA
11
Friday
Camp Event
12:00pm - 3:00pm
•
Boston, MA
10
Thursday
Corporate Event
1:00pm - 5:00pm
•
Pittsfield, MA
June 2025
26
Thursday
Nonprofit Event
5:00pm - 8:00pm
•
Derry, NH
24
Tuesday
Corporate Event
11:30am - 2:00pm
•
Worcester, MA
21
Saturday
Anniversary Party
12:00pm - 3:00pm
•
Mendon, MA
20
Friday
Festival
5:30pm - 8:00pm
•
Dunstable, MA
15
Sunday
Personal Occasion
2:30pm - 4:30pm
•
Holden, MA
14
Saturday
House Party
12:30pm - 4:00pm
•
Westford, MA
May 2025
31
Saturday
Corporate Event
12:00pm - 2:00pm
•
Keene, NH
23
Friday
Prom/After Prom Party
7:30pm - 10:30pm
•
Quincy, MA
21
Wednesday
Festival
10:30am - 1:00pm
•
Seabrook, NH
16
Friday
School Assembly
6:00pm - 8:00pm
•
Georgetown, MA
April 2025
26
Saturday
Anniversary Party
12:00pm - 3:00pm
•
Gardner, MA
22
Tuesday
Campus Event
8:00pm - 10:00pm
•
Waltham, MA
21
Monday
Corporate Event
4:00pm - 7:00pm
•
Boston, MA
March 2025
22
Saturday
Children’s Birthday Party
12:00pm - 2:00pm
•
Newmarket, NH
February 2025
16
Sunday
Teen Birthday Party
1:00pm - 4:00pm
•
Hudson, NH
01
Saturday
Corporate Event
6:00pm - 8:00pm
•
Norton, MA
January 2025
15
Wednesday
Nonprofit Event
10:00am - 12:30pm
•
North Billerica, MA
December 2024
20
Friday
Birthday Party
6:00pm - 10:00pm
•
Sutton, MA
18
Wednesday
Corporate Event
5:00pm - 7:30pm
•
Medford, MA
16
Monday
Christmas Party
6:00pm - 8:30pm
•
Cumberland Center, ME
05
Thursday
Christmas Party
4:00pm - 6:00pm
•
Quincy, MA
November 2024
02
Saturday
Wedding Reception
7:00pm - 10:00pm
•
Gloucester, MA
October 2024
27
Sunday
Festival
12:00pm - 3:00pm
•
Lincoln, MA
26
Saturday
Halloween Party
3:00pm - 5:00pm
•
Westborough, MA
20
Sunday
Nonprofit Event
7:30am - 11:00am
•
Boston, MA
19
Saturday
Nonprofit Event
1:00pm - 3:30pm
•
Saunderstown, RI
16
Wednesday
Festival
4:00pm - 6:00pm
•
Taunton, MA
14
Monday
Corporate Event
12:00pm - 6:00pm
•
Natick, MA
05
Saturday
Festival
11:00am - 5:00pm
•
Westborough, MA
05
Saturday
Festival
10:00am - 1:00pm
•
Sudbury, MA
03
Thursday
Corporate Event
6:00pm - 9:30pm
•
Quincy, MA
September 2024
21
Saturday
Wedding Reception
7:00pm - 11:00pm
•
Beverly, MA
08
Sunday
Retirement Community Event
2:00pm - 5:00pm
•
Hudson, MA
06
Friday
Wedding Reception
8:00pm - 11:00pm
•
Boylston, MA
05
Thursday
Corporate Event
6:00pm - 8:00pm
•
Watertown, MA
August 2024
31
Saturday
Personal Occasion
4:30pm - 7:30pm
•
Laconia, NH
24
Saturday
Children’s Birthday Party
1:30pm - 4:00pm
•
Cumberland, RI
17
Saturday
Corporate Event
10:00am - 2:00pm
•
Franklin, NH
14
Wednesday
Dinner Party
6:00pm - 8:00pm
•
Hanover, NH
11
Sunday
Bridal Shower
2:00pm - 4:30pm
•
Middletown, RI
10
Saturday
Wedding Reception
1:00pm - 4:00pm
•
Casco, ME
08
Thursday
Cocktail Party
6:00pm - 8:00pm
•
Vineyard Haven, MA
July 2024
27
Saturday
Teen Birthday Party
6:00pm - 10:00pm
•
Tyngsboro, MA
19
Friday
Nonprofit Event
1:00pm - 3:00pm
•
Boston, MA
June 2024
27
Thursday
Grand Opening
4:00pm - 6:00pm
•
Marlborough, MA
14
Friday
Graduation
9:30pm - 11:30pm
•
Fair Haven, VT
11
Tuesday
Corporate Event
11:00am - 2:00pm
•
Holden, MA
04
Tuesday
School Assembly
10:00am - 2:00pm
•
Milton, MA
01
Saturday
House Party
1:00pm - 4:00pm
•
Needham Heights, MA
May 2024
30
Thursday
Nonprofit Event
5:00pm - 7:30pm
•
Methuen, MA
25
Saturday
Bar/Bat Mitzvah Party
6:00pm - 10:00pm
•
Boston, MA
24
Friday
House Party
11:00am - 3:00pm
•
Bristol, RI
18
Saturday
Cocktail Party
4:30pm - 7:00pm
•
Andover, MA
18
Saturday
Baby Shower
12:00pm - 3:30pm
•
Acushnet, MA
15
Wednesday
Festival
10:30am - 1:00pm
•
Seabrook, NH
09
Thursday
Corporate Event
4:30pm - 6:30pm
•
Boston, MA
04
Saturday
Wedding Reception
11:30am - 2:30pm
•
Andover, MA
04
Saturday
Children’s Birthday Party
11:00am - 2:00pm
•
Swansea, MA
April 2024
20
Saturday
Baby Shower
2:30pm - 4:30pm
•
Methuen, MA
15
Monday
Convention/Trade Show
4:30pm - 7:00pm
•
Boston, MA
February 2024
28
Wednesday
Nonprofit Event
9:30am - 12:30pm
•
Watertown, MA
16
Friday
Birthday Party
8:00pm - 10:00pm
•
Medford, MA
03
Saturday
Birthday Party
6:00pm - 10:00pm
•
Boylston, MA
January 2024
23
Tuesday
Nonprofit Event
10:00am - 12:00pm
•
North Billerica, MA
December 2023
14
Thursday
Corporate Event
6:00pm - 8:30pm
•
Quincy, MA
09
Saturday
Birthday Party
4:00pm - 6:30pm
•
Candia, NH
02
Saturday
Children’s Birthday Party
2:30pm - 5:30pm
•
South Weymouth, MA
01
Friday
Rehearsal Dinner
6:30pm - 8:30pm
•
Providence, RI
November 2023
10
Friday
House Party
5:30pm - 7:30pm
•
Walpole, MA
October 2023
29
Sunday
Festival
12:00pm - 3:00pm
•
Lincoln, MA
29
Sunday
Nonprofit Event
7:30am - 11:00am
•
Boston, MA
28
Saturday
Wedding Reception
6:30pm - 9:30pm
•
Worcester, MA
28
Saturday
Nonprofit Event
3:00pm - 5:00pm
•
Westborough, MA
25
Wednesday
Festival
4:00pm - 6:00pm
•
Taunton, MA
22
Sunday
House Party
1:00pm - 4:00pm
•
Windham, NH
14
Saturday
Wedding Reception
6:00pm - 9:00pm
•
Schenectady, NY
14
Saturday
Festival
2:00pm - 5:00pm
•
Amherst, NH
September 2023
14
Thursday
Corporate Event
1:00pm - 3:00pm
•
Winchester, NH
13
Wednesday
Corporate Event
6:00pm - 8:00pm
•
Johnston, RI
03
Sunday
Wedding Reception
3:00pm - 6:00pm
•
Tewksbury, MA
August 2023
26
Saturday
Wedding Reception
6:00pm - 10:00pm
•
Somerville, MA
19
Saturday
Festival
12:30pm - 4:30pm
•
Seabrook, NH
12
Saturday
Wedding Reception
5:30pm - 7:30pm
•
Wolfeboro, NH
11
Friday
Nonprofit Event
11:00am - 1:00pm
•
Boston, MA
July 2023
25
Tuesday
Corporate Event
2:00pm - 2:45pm
•
Hudson, MA
19
Wednesday
Corporate Event
4:00pm - 6:00pm
•
Concord, MA
01
Saturday
Children’s Birthday Party
6:30pm - 8:30pm
•
Holyoke, MA
June 2023
24
Saturday
House Party
6:00pm - 11:00pm
•
Weston, MA
23
Friday
Graduation
6:00pm - 8:00pm
•
Cranston, RI
21
Wednesday
Fundraiser
2:00pm - 4:00pm
•
Lexington, MA
16
Friday
Wedding Reception
6:00pm - 9:00pm
•
East Bridgewater, MA
13
Tuesday
Corporate Event
11:00am - 2:00pm
•
Worcester, MA
10
Saturday
Corporate Event
11:00am - 2:30pm
•
Nashua, NH
01
Thursday
Nonprofit Event
5:00pm - 7:00pm
•
Methuen, MA
May 2023
27
Saturday
House Party
3:30pm - 6:00pm
•
Wellesley Hills, MA
20
Saturday
Wedding Reception
4:30pm - 8:30pm
•
Middleboro, MA
19
Friday
Corporate Event
1:30pm - 4:30pm
•
North Reading, MA
17
Wednesday
Festival
10:30am - 1:00pm
•
Seabrook, NH
April 2023
25
Tuesday
Corporate Event
12:00pm - 3:00pm
•
Cambridge, MA
March 2023
29
Wednesday
Corporate Event
4:00pm - 6:30pm
•
Cambridge, MA
February 2023
24
Friday
Festival
5:00pm - 7:30pm
•
North Dartmouth, MA
December 2022
20
Tuesday
Christmas Party
6:00pm - 8:00pm
•
Natick, MA
17
Saturday
Christmas Party
6:00pm - 9:30pm
•
Lincoln, MA
08
Thursday
Corporate Event
4:00pm - 7:00pm
•
Wakefield, MA
07
Wednesday
Corporate Event
2:00pm - 5:00pm
•
Mansfield, MA
04
Sunday
Corporate Event
2:00pm - 3:30pm
•
Worcester, MA
03
Saturday
Corporate Event
7:00pm - 10:30pm
•
Peabody, MA
November 2022
22
Tuesday
Corporate Event
4:00pm - 7:00pm
•
Manchester, NH
19
Saturday
Bar/Bat Mitzvah Party
7:00pm - 9:00pm
•
Providence, RI
12
Saturday
Children’s Birthday Party
5:00pm - 8:00pm
•
Norwood, MA
October 2022
29
Saturday
Halloween Party
2:00pm - 4:00pm
•
Scarborough, ME
27
Thursday
Wedding Reception
6:00pm - 8:30pm
•
Groton, MA
21
Friday
Corporate Event
1:00pm - 3:30pm
•
Belchertown, MA
20
Thursday
Halloween Party
3:30pm - 6:30pm
•
Boston, MA
15
Saturday
Festival
10:00am - 1:00pm
•
Sudbury, MA
09
Sunday
Convention/Trade Show
4:30pm - 6:30pm
•
Boston, MA
08
Saturday
Birthday Party
2:00pm - 4:00pm
•
South Weymouth, MA
07
Friday
Corporate Event
11:00am - 1:00pm
•
Waltham, MA
05
Wednesday
Corporate Event
11:00am - 3:00pm
•
Boston, MA
September 2022
24
Saturday
Festival
3:30pm - 7:00pm
•
Bradford, NH
11
Sunday
Festival
12:00pm - 3:00pm
•
Reading, MA
Setup requirements
table, chairs and power outlet for my desk lamp to draw caricatures