The Best Things to Do at Fripp This Week – Sep 21-27

Saturday is doing the heavy lifting this week. A brand-new global food truck festival, a Sondheim musical, a charity 5K, and a sweetgrass basket workshop all land on the same day — and that's before the pirates, the dolphins, and four straight nights of Sandbar music. Pick your three, then pick three more. Here's the ranked list.

1. A Whole New Festival Drops in Port Royal

Taste of the World. First ever. Saturday, 11 to 5, Live Oak Park: seven food trucks spanning Ukrainian, Jamaican, Filipino, Greek, West African/Caribbean, Mexican, and Puerto Rican — plus belly dancers at noon, Hispanic Heritage dancers, salsa at three, and African drum and dance at four. Port Royal's Old Village Association is behind it, and if the food truck lineup is any indication, they are not messing around.

Taste of the World / Saturday, September 26, 2026, 11 a.m. - 5 p.m. @ Live Oak Park, Port Royal

2. Sondheim, Date Night, Done

Into the Woods at the USCB Center for the Arts — Saturday and Sunday at 7:30. Witches, giants, and a second act that'll wreck you in the best way. Adults $35, seniors/military $30, students $20. This is the classiest ticket in Beaufort County this week.

Into the Woods / Saturday, September 26 & Sunday, September 27, 2026, 7:30 p.m. @ USCB Center for the Arts, 805 Carteret Street, Beaufort

3. Run It Out for a Good Cause

The Race4Love 5K & 3K winds through the Cat Island neighborhoods Saturday morning, 8 to 11, benefiting Hopeful Horizons and their work to end abuse. $40 for the 5K, $35 for the 3K. Earn your Saturday pancakes.

Race4Love 5K & 3K / Saturday, September 26, 2026, 8 a.m. - 11 a.m. @ Cat Island, Beaufort

4. Pirates. The Boat Is Literally Called Revenge.

The Fripper II pirate cruise sails Friday, 11:30 to 1, out of the Paddle Shack marina — and it runs Tuesday, Thursday, and Sunday too. Ninety minutes, all ages, $30–$45. If you've got kids or grandkids on the island this week, this is the move. Book through the Paddle Shack: 843.962.3328.

Fripper II Pirate Cruise / Friday, September 25, 2026, 11:30 a.m. - 1 p.m. @ Paddle Shack Marina, Fripp Island (also Tue/Thu/Sun — check the resort schedule)

5. Weave Something That'll Outlast Us All

Sweetgrass Basket Workshop, Saturday 10:30 to 12:30 at Marshview Mercantile on Boundary Street. Two hours, $125, and you walk out with a basket you made with your own hands and a story nobody else at dinner will have. This is peak Lowcountry.

Sweetgrass Basket Workshop / Saturday, September 26, 2026, 10:30 a.m. - 12:30 p.m. @ Marshview Mercantile, 2631 Boundary Street, Beaufort

6. The Dolphins Don't Need a Script

Dolphin cruise, Sunday 9 to noon out of the Paddle Shack marina — and it runs most days this week. Three hours on the water watching the locals who've been here longer than all of us. (Price wasn't listed — call the Paddle Shack: 843.962.3328.)

Dolphin Cruise / Sunday, September 27, 2026, 9 a.m. - 12 p.m. @ Paddle Shack Marina, Fripp Island

7. Paddle, Then Pints. In That Order.

Paddles and Pints kayak group tour, Thursday 2 to 4, Paddle Shack. You paddle, then you earn the pint. (Price wasn't listed — call 843.962.3328.)

Paddles and Pints Kayak Tour / Thursday, September 24, 2026, 2 p.m. - 4 p.m. @ Paddle Shack, Fripp Island

8. Wednesday Belongs to the Ladies

Women on the Water Wednesday: kayak tour 9 to 11, paddle board lesson noon to 2, Paddle Shack. Bring a friend, learn something, be home for lunch. (Price wasn't listed — call 843.962.3328.)

Women on the Water Wednesday / Wednesday, September 23, 2026, 9 a.m. - 2 p.m. @ Paddle Shack, Fripp Island

9. Four Nights of Sandbar Music

Live music at The Sandbar, Thursday through Sunday. No cover listed, no lineup posted — just show up and let the island do the rest. Check the resort's live entertainment page before you head over.

Live Music at The Sandbar / Thursday, September 24 - Sunday, September 27 @ The Sandbar, Fripp Island Resort

10. Tuesday Morning, Monkey Island

Monkey Island cruise, Tuesday 9 to noon, Paddle Shack marina. The week's already started — go see the monkeys. Call 843.962.3328 for rates.

Monkey Island Cruise / Tuesday, September 22, 2026, 9 a.m. - 12 p.m. @ Paddle Shack Marina, Fripp Island

That's the week. Get off the couch — this is why you love Fripp. Check back Friday for the next one.