Now that Easter break and the RBC Heritage Golf Tournament (congratulations to Graeme Mc Dowell) are over, May is the perfect month to relax and retreat to the sea. The warm weather and quiet beaches are just a few reminders of why we love to call Hilton Head Island and the Lowcountry home. And there’s no better month to spend outdoors. May is filled wonderful Lowcountry events including Mother’s Day brunches, festivals, farmer’s markets, and outdoor entertainment. 

All Month Long

The Coastal Discovery Museum provides tours, walks, programs, and exhibits about the Lowcountry. Events are scheduled daily. To learn more about the Coastal Discovery monthly events, contact 843-689-6767 or visit


Luke Mitchell Live at Skull Creek Boathouse

Local favorite, Luke Mitchell is a one-man band with originals and covers.


May 1, 2016

The Skull Creek Boathouse

For more information, call (843)715-0344.


Yacht Hop

12th Annual Yacht Hop is Hospice Care of the Lowcountry’s largest annual fundraiser. Step aboard stunning yachts and sample mouth-watering hors d’oeuvres prepared by some of the Lowcountry’s best chefs. Guests also enjoy live music and a silent auction.

May 1, 2016

Harbour Town Yacht Basin

For more information, call 843-706-2296.

Farmers Market of Bluffton

Fresh, local produce, plants, nuts, herbs, flowers, honey, cheese, milk, eggs, meats, and seafood. You’ll also find specialty items like kettle corn, spices, coffee, tea, sweet treats, pastries, fresh pasta and sauces.

Thursdays, March 17 – September 29, 2016

Calhoun Street in Bluffton

For more information, call 855-287-7287.

Lean Ensemble Theater Presents Vanya and Sonia and Masha and Spike

Lean Ensemble Theater, Hilton Head Island’s new professional theater company,  presents the Tony and Drama Desk Award- winning play, Vanya and Sonia and Masha and Spike by Christopher Durang.  Centering on a madcap weekend in Buck County, Pennsylvania, this rollicking comedy features feuding siblings, a movie star and her boy toy, a soothsaying maid, flying cups and saucers, a strip tease and more. Talkbacks with Lean Ensemble members after each show. 

 May 5-7 at 7:30 PM. Sunday matinee May 8 at 2 PM. Hilton Head Preparatory School Main Street Theatre, 3000 Main Street, Hilton Head Island. Tickets: $40 evening performances; $35 matinee; $15 students/active military. For tickets: 843.715.6676. 

Music & Taste on the Harbour

Combining the best local bands with delicious food and drinks. This spring concert series will kick-off with Deas Guyz and will feature a variety of bands on Thursday nights from April through May.

Thursdays, March 24 – May 19, 2016

Shelter Cove Harbour

For more information, call (843)686-9697.

3rd Annual Women for Women Conference

A journey through forgiveness. Join Deb Copeland- renowned author, speaker, and founder of Live to give … a God thing- for a Mother’s Day Weekend Retreat. Enjoy inspiring testimonies, small group discussion, beach walks, food, fashion, and art! Please call or visit our website to register and view the full conference schedule

May 6, 2016 - All Day Event

The Westin Resort & Spa

For more information, call (843)715-0617.


Bluffton Village Festival

The 38th annual Bluffton Village Festival is one of the best hometown events in our area. Held on Mother’s Day weekend, the festival features local and regional artist and craft makers, music, and local food up and down Calhoun Street.


May 7, 2016 from 10:00 am – 5:00 pm


Downtown Bluffton

For more information, call (843)815-2277


Bluffton Village Festival Entertainment Line-Up


Main Stage

10:00 am – Sun City Cloggers & Bluffton School of Dance

11:30 am – Pie Eating Contest

12:15 pm - Muddy Creek

2:00 pm – Executrix

3:00 pm – Muddy Creek


Grassy Lawn at The Cottages

1:00 pm – Ugly Dog Contest


Music on The Street

10:00 am – Bill DuPont on Stage 1

10:00 am – Brad Wells on Stage 2

Afternoon – Harry Santana on Stage 2


Free parking is available at Red Cedar Elementary School with free shuttle services to Calhoun Street running continuously from 9:00 to 5:00.


Beer, Bacon & Music

This year marks the second year for the Beer, Bacon & Music Festival, developed by the Island Recreation Center. The festival benefits the Association’s Children’s Scholarship Fund to ensure that no child is denied recreational activities. The culinary adventure features a bacon themed block party mixed with a festival experience. Local breweries and full service bars will be available.

May 7, 2016

Shelter Cove Community Park

For more information, call (843)681-7273.


Hilton Head Symphony Orchestra – Brahms Symphony No. 1

John Morris Russell, Conductor; Christoper Bluemel, Tuba. One of Vaughn Williams’ most popular works performed by Chris Bluemel.

Faure Pelleas et Melisande, Suite

Vaughn Williams – Tuba Concerto

Brahms – Symphony No. 1

May 8, 2016 – May 9, 2016  

First Presbyterian Church

For more information, call (843)843-2055.


A Celebration of Dr. Jack

Volunteers in Medicine Hilton Head Island is proud to honor the recent induction into the Hilton Head Hall of Fame of its founder, Dr. Jack McConnell, for his extraordinary impact on our community and nationwide on Tuesday, May 10 at the Rooftop of Poseidon at Shelter Cove Towne Centre.  This evening of Tributes, Nostalgia, Music, Dining, Friendship and Celebration is being hosted by Mary Ellen McConnell and the VIM family.  The event will be from 6-9 and feature the music of Dr. Jack’s favorite, The Headliners, and a buffet supper.  The highlight of the Tribute evening will be a special video program that will include memories, anecdotes and recollections from several of VIM’s “pioneers”.

May 10, 2016 from 6:00 – 9:00 pm

The Rooftop of Poseidon

For more information, call (843)689-6612.


Live & Swinging Concert Benefiting Boys and Girls Club of the Lowcountry

Presented by the Boys and Girls Club of the Lowcountry, this tribute concert feautres Odyssey Jazz and Swing Orchestra. The orchestra is made up of 18 of the Lowcountry’s finest jazz professionals.


May 18, 2016 at 7:30 pm


Hilton Head Beach & Tennis Club

For more information, call (843)379-4530



Carolina Dreamers Car Club

Join us the 4th Thursday of every month through October for special community events at the Shelter Cove Towne Center overlooking Broad Creek. No cost, no reservations, raffles, shopping and dining.

4th Thursday of Each Month – May - October

Shelter Cove Towne Center

For more information, email


Rib Burnoff and Barbecue Fest

The 20th Annual Rib Burnoff and Barbecue Fest will be held at the Coastal Discovery Museum at Honey Horn on Saturday, May 14, 2016. Join in the fun as amateur chefs and professionals compete for the popular vote. The fest will feature live music and children’s activities.


May 14, 2016 at 11:30 am


Coastal Discovery Museum

For more information, call (843)689-6767



Ride of Silence

The Hilton Head Island Ride of Silence (ROS) to honor those who have been injured or killed while cycling on public roadways This silent procession is sponsored by Kickin’ Asphalt Bicycle Club.

May 18, 2016 at 6:30 pm  

Street Meet

For more information, email



Miracle May Invitational

the 1st Annual Miracle May Invitational benefitting the Children’s Miracle Network (CMN) and the Miss Hilton Head Island / Miss Coastal Islands Scholarship Organization. The tournament will be held at the Port Royal Golf and Racquet Club.


May 20, 2016


Port Royal Golf & Racquet Club

For more information, call (843)290-0557



Gregg Russell Concerts

Celebrating 40 years in Harbour Town, Gregg Russell can be found preforming under the Liberty Oak. Concerts are geared towards children and adults.

All Summer Long

Harbour Town



8th Annual Hilton Head Island Art Festival

Outdoor art festival and craft marketplace at the Shelter Cove Harbour and Marina.

May 28, 2016 – May 29, 2016 from 10:00 am – 5:00 pm

Shelter Cove Harbour and Marina

For more information, call (561)746-6615.



Hilton Head Choral Society’s America Sings!

Join the Hilton Head Choral Society for its annual Memorial Day weekend concert, “An American Celebration”. This casual, family-friendly concert celebrates all things American including patriotic favorites and a special salute to members and veterans.

March 29, 2016 at 7:00 pm

First Presbyterian Church

For more information, call (843)-341-3818.


The Peking Acrobats

Watch as China’s must gifted tumblers, contortionists, jugglers, cyclist, and gymnast complemented by live music put on a show for the whole family.

March 26, 2016, Show Times at 2:00pm and 8:00pm

Arts Center of Coastal Carolina

For more information, call (843)842-2787.


Greg Russell Concerts at Harbour Town

Over the years, Greg Russell has been a Sea Pines classic. Under the Liberty Oak is where you’ll find Greg Russell entertaining adults and children alike.

Starting March 28, 2016 from 7:30pm – 9:00pm

Harbour Town

For more information, call (843)842-1979.


The Sleeping Beauty

The Hilton Head Dance Theater brings the timeless tail or The Sleeping Beauty to life featuring the original score by Tchaikovsky and the choreography of Marius Petipa.

April 1 – 3, 2016

For more information, call (843)842-2787.




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