Yes, there are several Caribbean restaurants in Boston that offer live reggae music. Here are a few examples:

• Reggae Grill - Located in the heart of downtown Boston, Reggae Grill is known for its authentic Caribbean cuisine and vibrant reggae music. They frequently host live bands and DJs that play reggae music throughout the week. You can enjoy delicious dishes like jerk chicken and plantains while grooving to the rhythm of reggae beats.
• Island Vibes - Situated in the lively neighborhood of Jamaica Plain, Island Vibes is a popular Caribbean restaurant that offers a lively atmosphere with live reggae music. They often feature local reggae artists and bands, creating a vibrant and energetic ambiance. Be sure to try their signature dish, the jerk pork, while enjoying the reggae tunes.
• Caribbean Spice - Located in the historic neighborhood of Roxbury, Caribbean Spice is a hidden gem that combines flavorful Caribbean cuisine with live reggae performances. On select evenings, they bring in talented reggae musicians who entertain diners with their soulful melodies. Don't miss out on their mouthwatering curry goat while enjoying the live reggae vibes.

These are just a few examples of Caribbean restaurants in Boston that offer live reggae music. It's always a good idea to check their websites or call ahead to confirm the schedule of live performances.

References:

1. Reggae Grill - Official Website
2. Island Vibes - Official Website
3. Caribbean Spice - Official Website