May in the Lowcountry: Brunch, Blooms and the Start of Summer
With Mother’s Day around the corner, it’s the perfect time to explore some of the area’s best brunch spots while enjoying a full calendar of local festivals, live music, artisan markets, and outdoor experiences. Longer days and warmer evenings set the tone for a season centered around connection, celebration, and everything that makes the Lowcountry lifestyle so special.
Continuous Happenings:
- Shelter Cove Community Market– Saturdays | 9:30am
- Root and Bloom Market– Wednesdays | 3pm-7pm
- Hilton Head Farmers Market – Tuesdays | 9am-1pm
- Morning Mahjong Guided Play at Downtown Deli, Bluffton- May 12th, 19th and 26th
- Hairspray, The Broadway Musical – May 1st, 2nd and 3rd
- Bluffton Farmers Market – Thursdays
- HHIHS’s Production of Anastasia: The Musical
- Hilton Head Mahjong 3 Part Lesson – May 14th, 21st & 28th
- Mimosas & Melodies at Windhorse Gallery and Marketplace – Sundays
May Happenings:
- May 1st | Volunteer Day: Pollinator Garden
- May 1st | A Taste of Beaufort ’26
- May 1st | Pearls to Pluff Mudd
- May 1st – Beaufort First Friday
- May 2nd – Flow & Flourish Community Yoga & Pilates Market
- May 2nd – Community Art Jam
- May 2nd – Pedal Hilton Head Island
- May 2nd – Yacht Hop 2026
- May 2nd – 152nd Kentucky Derby Watch Party
- May 2nd – Derby Day Party at Burnt Church
- May 6th – Ribbon Cutting Celebration for Bluffton Self Help
- May 7th – First Thursday Artisan Alley
- May 9th – Mayfest 2026
- May 10th – Donation Based Sunset Beach Yoga
- May 15th – The Beauty Bar Social – The Summer Edit
- May 15th – Town of Bluffton Movie Nights in the Park – Lilo & Stitch
- May 15th – Moms Night Out: An Evening With Abbey Wedgeworth & Special Guests
- May 16th – Rescue Dog Show
- May 17th – Italian Sunday Dinner
- May 17th – Sweetgrass Saturday at the Bluffton Gullah Cultural Heritage Center
- May 20th – Workshop: Native Plants
- May 20th – The Wines of Fattoria di Magliano | Three-Course Wine Dinner
Mother’s Day Brunch Celebrations
May 10th
Mother’s Day Brunch at Sonesta Resort Hilton Head Island | 11:30am-3:00pm | Hilton Head
Mother’s Day Brunch in the Carolina Room | 7:00 AM – 1:30 PM | Hilton Head
Mother’s Day Brunch at The Cottage | 8:00am-2:00pm | Bluffton
Mother’s Day Brunch at Nectar | 9:00am-2:00pm | Bluffton and Hilton Head
Sea Pines Resort Mother’s Day Dining | Brunch, Lunch and Dinner | Hilton Head
Mother’s Day Brunch Cruise | 11:30am | Hilton Head
Poseidon’s Mom’s Day Buffet | 10:00am-4:00pm | Hilton Head
Mother’s Day Brunch at Ruby Lee’s | 11:00am-3:00pm | Hilton Head
Hewitt Oaks Mother’s Day Brunch | Sophisticated Brunch Available for Pickup | Saturday 3-5pm | Bluffton
Alexander’s Mother’s Day Brunch | 10:30am – 1:30pm | Hilton Head
- May 21st – Practical AI for Local Business Success : Build Your AI Implementation Plan
- May 22nd – Hilton Head Island Art Festival
- May 22nd – Hilton Head / Bluffton-Community Breast Ultrasound Screening
- May 22nd – An Evening with Sallie Ann Robinson
- May 23rd – Monarch Ranch’s Princess Makeover + Spring Tea Party
- May 23rd – Dig Ossabaw Island: Hands On Archaeological Day Trip
- May 24th – Stand Up Paddle Board Yoga
- May 20th – Catawba Pottery Demonstration at Morris Center for Lowcountry Heritage
- May 24th – Sip and Shop Local Artisan & Makers Market with live music from Chris Davis at Burnt Church Distillery
- May 24th – Revolutionary War Exhibit Grand Opening Ceremony
- May 24th –Hilton Head Choral Society’s “Celebrate America” Concert
- May 27th – 2026 Turtle Trot 5k
- May 29th – Bearly Dead- A Grateful Dead Tribute Band
- May 29th – Boho Ren Faire Show
- May 30th – Spring Lowcountry Boil
- May 30th– Sweetgrass Basket Workshop
- May 30th – Feeding Frenzy
- May 30th – HH PSD Hilton Head Audubon Certified Bird & Wildlife Habitat Ribbon Cutting and Celebration