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
140 reviews
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
William H.
May 12, 2026Great Job
Second time booking Dave, He's great.
Hired as: Caricaturist
Ben
May 2, 2026Excellent Service
Dave was a great addition to our wedding, and we will be sure to book him again for future events!
Hired as: Caricaturist
William H.
April 9, 2026Great Job
Had Dave in for Easter and he did an excellent job. Super engaging with the guests, arrived on time as was professional. Would hire again without hesitation
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
June 2026
05
Friday
School Assembly
6:00pm - 9:00pm
•
Amherst, NH
06
Saturday
Graduation
4:00pm - 8:00pm
•
Milford, MA
13
Saturday
Graduation
7:30pm - 10:30pm
•
Brookline, MA
19
Friday
Corporate Event
4:00pm - 7:00pm
•
Manville, RI
27
Saturday
Wedding Reception
1:30pm - 5:30pm
•
Hampstead, NH
July 2026
04
Saturday
Wedding Reception
4:00pm - 8:00pm
•
Goffstown, NH
10
Friday
Camp Event
1:00pm - 3:00pm
•
Boston, MA
10
Friday
Wedding Reception
7:00pm - 11:00pm
•
Mendon, MA
19
Sunday
Fundraiser
5:00pm - 7:00pm
•
Dennis, MA
25
Saturday
Festival
1:00pm - 5:00pm
•
Seabrook, NH
August 2026
06
Thursday
Wedding Reception
7:00pm - 9:00pm
•
Concord, NH
15
Saturday
Festival
12:30pm - 4:30pm
•
Seabrook, NH
22
Saturday
Wedding Reception
6:00pm - 8:00pm
•
Sherborn, MA
October 2026
24
Saturday
Children’s Birthday Party
12:00pm - 3:00pm
•
Hudson, NH
Past booked events
June 2026
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
10
Saturday
Wedding Reception
4:30pm - 6:00pm
•
Tiverton, RI
07
Wednesday
Fundraiser
6:00pm - 8:30pm
•
Chicopee, MA
August 2022
23
Tuesday
Festival
2:00pm - 5:00pm
•
Cambridge, MA
20
Saturday
Festival
12:30pm - 4:30pm
•
Seabrook, NH
19
Friday
Fundraiser
10:00am - 2:00pm
•
Boston, MA
14
Sunday
Convention/Trade Show
6:00pm - 9:00pm
•
Manchester, NH
13
Saturday
Birthday Party
2:00pm - 5:00pm
•
East Greenwich, RI
10
Wednesday
Nonprofit Event
10:30am - 12:30pm
•
Boston, MA
04
Thursday
Personal Occasion
5:00pm - 6:30pm
•
Arlington, MA
July 2022
30
Saturday
Festival
10:00am - 1:00pm
•
Nashua, NH
29
Friday
Corporate Event
1:00pm - 3:30pm
•
Belchertown, MA
Setup requirements
table, chairs and power outlet for my desk lamp to draw caricatures