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2026 Activities Guide

Updated Hilton Head Island Vacation Rent...

This sizable Water Oak villa is now on the rental market and has multiple new updates! The Kitchen comes entirely-equipped with the amenities of home while boasting all stainless steel appliances, bespoke cabinetry and granite countertops. The...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
The 10 Best Beach Canopies & Umbrellas for 2026

Beach canopies and umbrellas create shade, lower ambient temperatures and block UV rays on hot, sunny Summer days. Sitting under the canopy of a quality beach umbrella can make the difference between comfort and sweltering. When choosing an...

Remodeled condo close to beach with pool...
4.7
(12)

Fiddlers Cove 18KOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to a calming island hideaway in this impressive two-bedroom, two-bathroom...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Harbour Town

The unique waterfront community of Hilton Head's Harbour Town features a world of activities that are sure to wow and engage visitors of all interests, all while providing a spectacular view of the neighborhood's "harbor," and the adjoining...

4th-floor villa with balcony, beach acce...

Ocean One 420Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for friends and families alike, this fourth-floor villa is the definition of an ideal...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Solaris - Sunset Cruise (7 to 10 passengers)

duration: 2 Hours meeting_point: Hilton Head Island group_size: Private Charter for 7 to 10 passengers description: Book the ultimate luxurious charter departing Harbour Town aboard the all new Solaris! **This private charter option accommodates...

2 Hour Guided Kayak Nature Tour
Book online
$45.00 - $105.00

duration: 2 hours meeting_point: Hilton Head Island, SC pricing: Single Kayak - starting at $45 Adult & Child Double Kayak - starting at $70 Two Adults Double Kayak - starting at $90 Adult & Two Children Double Kayak - starting at $105 description: ...

Private Sunset Cruise (Up to 14 Passengers)

Island Head- Hilton Head Harbor

Book online
$549.00 - $699.00

The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset, especially seeing one from the water were you can see the broad spectrum of colors such as vibrant oranges, reds, and...

28 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$96.00 - $740.00

Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours self pick up and drop off available. Attendant will text you lock...

Three Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$40.00 - $100.00

Enjoy miles and miles of scenic bike paths Duration 3 Days About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals. Baskets and helmets also available ...

SC Pimento Cheese Festival- Vendor
Book online
$30.00 - $125.00

duration: 8 hours meeting_point: 6071 St Andrews Rd, Columbia, SC 29212 description: With over 2,500 in attendance in our 1st SC Pimento Cheese Fest last year, we believe this year will be bigger and better! Promote your business in front of the...

Hilton Head Yacht Cruise

Salt Shaker Charter LLC

Book online
$3,750.00 - $6,600.00

duration: 4 - 8 Hours meeting_point: 1 Shelter Cove Ln, Hilton Head Island, SC 29928 group_size: Maximum 12 people description: Your Cruise, Completely Customized! At Salt Shaker Charter, every cruise is tailored to you. From intimate getaways to...

Lighthouse Admission

Harbour Town Lighthouse

Book online
$7.50

Climb Through Time & Explore The History of the Island! Duration All Day Admission Open everyday 10 a.m. to sundown. About Climb 114 steps as you travel through Hilton Head Island history. Explore the Island’s rich history and get the...

Paint the Pony - Palmetto Bluff Members

duration: 1 hour meeting_point: Activity Barn Longfield Stables 24 Healey Rd, Bluffton 29910 SC min_age: 3 group_size: Groups over 4 kids require a second pony description: Unleash your creativity with our Paint the Pony activity! This hands-on...

Awendaw Creek - Intracoastal Waterway Kayak Tour
Book online
$52.00 - $118.00

duration: 2 Hours cancellation_summary: Can Cancel up to 24 hours in advance for a full refund, Within 24 hours of the event there will be a $20 rebooking fee on any rescheduled tours. Tours cancelled by Nature Adventures Outfitters due to weather...

Hilton Head Island History Bus Tour

Coastal Discovery Museum Hilton Head

Book online
$49.00

Duration 3 Hours About Learn the secrets of Hilton Head’s history and the fascinating stories that bring it to life. This 3-hour expert guided tour takes you to five nearby historic sites in an air-conditioned bus. You will explore and...

Bike Rental • Five Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

Rent Bikes and Gear Accessories for your vacation! Duration 5 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

Glow in the Dark Splatter Party! - Deluxe
Book online
$50.00 - $695.00

duration: 1.5 Hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 Max pricing: Prices start at $375 for parties description: It’s your invite to light up the night and vibe out with your crew! Experience the...

Beach Gear Rental • Three Days

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $75.00

duration: 3 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: A member of our staff will reach out with the contact information provided to confirm the rental...

Trail Rides Experience - Palmetto Bluff Members

duration: 1.5 hours meeting_point: Longfield Stables Trail Barn min_age: 8 group_size: Up to 5 people description: Embark on an unforgettable experience through the scenic Lowcountry of Palmetto Bluff. Our expertly guided rides take you through...

Hilton Head to Daufuskie Island

Island Head - Broad Creek

Book online
$10.00 - $30.00

duration: 45 Minute Ferry Time cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC description: Hilton Head -> Daufuskie Island One Way...

2 Hour Private Afternoon Sail and Dolphin watch on Knot The Office

*Afternoon Sail* Generally a breezy afternoon leading to some of our most exciting sailing all day. Come and experience true sailing without running the motor. Take the helm and help with handling sails if you desire, but either way, kick back...

Hilton Head Pedego Electric Bike Tour

duration: 2 hours meeting_point: Hilton Head Island, SC min_age: 16 pricing: $95 per person description: WHAT A GREAT DAY! HELLO FUN!!! what_is_included: There is no better way to experience Hilton Head than on a comfortable seat of a Pedego...

Ricochet Private Charter Fishing
Book online
$440.00 - $540.00

Rate $440 for a two hour charter $540 for for a three hour charter About Join us aboard the brand new, Coast Guard inspected, 25 foot Ricochet, departing from Palmetto Bay Marina for an exciting 2 or 3 hour private shark fishing trip. The 2 hour...

What's Wild Family Hike, Pinckney Island

Hilton Head Island Recreation Association

Book online
$5.00 - $45.00

duration: 2hrs meeting_point: Pinckney Island Wildlife Refuge group_size: Up to 20ppl description: Enjoy a Saturday walk with the family on Pinckney Island. An easy and flat 2 mile hike to Wood Ibis Pond and back. Discover the amazing maritime...

PB Freshwater Kayak Fishing

*We have pioneered kayak fishing on the east coast!* ___________ About This is one of the fastest growing sports and is offered in the Inland Waterway Trails at Palmetto Bluff. The Hobie Pro Angler kayaks allow access to areas where powers...

Private Fishing Charter

Stray Cat Charters

Book online
$500.00 - $2,200.00

duration: 2 to 10 Hours meeting_point: Hilton Head Island description: The Stray Cat can take up to six passengers. If it is in shore sport fishing our local waters or off shore deep sea fishing, stray cat charters is the experience you are looking...

Three Day Single Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$45.99

These Schwinn brand strollers are made of lightweight aluminum and are great at the beach at low tide or on our miled of bikes paths.

This is Not: Aldwyth in Retrospect Gallery Tour

Coastal Discovery Museum Hilton Head

Book online
$45.99

duration: 1 hour meeting_point: 70 Honey Horn Drive, Hilton Head Island, SC 29926 description: The Coastal Discovery Museum is proud to present an exhibition of the rarely seen works of Hilton Head-based artist known as Aldwyth, from October 16 to...

Glamp-out Weekend!

Vintage View River Retreat

Book online
$20.00 - $100.00

duration: 2 nights meeting_point: 250 Phifer Line Rd, Spartanburg SC 29307 min_age: 2 description: Have you ever wanted to go camping for the weekend but you didn't have the equipment or you didn't feel like you had the knowledge to do it? Then...

Tuesday Fireworks and Sunset Sport Crabbing Adventure

Join us for a Seasonal Summertime Firework and Sunset Sport Crabbing Adventure Duration 2.5 hours About Our Sport Crabbing Adventure aboard the Captain Kidd just might be the most exciting, exhilarating, and entertaining thing you do on...

Wine & Mead Tastings

Honey & Thistle

Book online
$25.00

duration: 1 Hour min_age: 21 description: Slow down, sip deeply, and savor the flavors of the land at our Wine & Mead Tasting Experience. Nestled in the heart of Harbour Town, Honey & Thistle invites you to explore small-batch wines and...

Luxury Sparkling Wine & Champagne Tasting

duration: 1 Hour min_age: 21 description: Experience the art of celebration with our Luxury Sparkling Wine & Champagne Tasting, where every sip tells a story of elegance, tradition, and terroir. Set against the charming backdrop of Honey ...

Eight Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $275.00

Electric Bike Rental Duration 8 Days About Priority E-Coast. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2-6'6. The Standard Step-Thru makes it easier to get on and get going -- all without...

1 Week Rental (Walk Up)

Island Life Rentals and Tours

Book online
$33.00 - $235.00

duration: 1 Week description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours self pick up and drop off available...

Full Moon Float

Vintage View River Retreat

Book online
$15.00 - $45.00

duration: Hourly meeting_point: 250 Phifer Line Rd, Spartanburg SC 29307 description: Full Moon Float with Vintage View Adventures is pure moonlit magic on the Pacolet River! Join us for a twilight paddle as the sun sets and the full moon rises...

Pontoon Boat Rental

Island Head- Hilton Head Harbor

Book online
$225.00 - $2,200.00

*Explore the Low Country on your own!* ___________________________________ Rates and Duration **Two-Hour Rental:** $275 **Three-Hour Rental:** $375 **Four-Hour Rental:** $475 **Five-Hour Rental:** $549 **Six-Hour Rental:** $649 **Seven-Hour...

Nine Day Electric Bike Rental
Book online
$295.00

duration: 9 Days meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get on...

Tour & Tasting Experience

Hilton Head Distillery

Book online
$34.95

Step into an adventure at Hilton Head Island's first and only distillery, where the thrill of discovery meets the world of craft spirits. Our immersive 1-hour tour invites you to uncover the secrets behind our small-batch spirits in an experience...

Private Dolphin Discovery Tour - One Hour

Island Life Rentals and Tours

Book online
$35.00 - $250.00

See dolphins up close! About Our one hour Discovery Tour is a great introduction to Hilton Head Island's beautiful salt marsh environment and dolphin habitat. It's perfect for those with small children, senior citizens, or anyone that wants a...

Historic River Excursion

May River Excursions

Book online
$40.00 - $50.00

*Learn more about Bluffton through our scenic trip!* ___________________________________ Rates **Adult** - $45.00 **Child** - $35.00 **3 Adult minimum to go out** ___________________________________ Duration 1.5...

One Week - 4 Passenger Quad Stroller Wagon with Removable Canopy
Book online
$40.00 - $50.00

PERFECT CARRIER FOR KIDS – Baby bags. Booster seats. Strollers. Sometimes, taking our little ones on the go with us is nearly impossible! Babies and toddlers alike love strolling around in the WONDERFOLD X4 Wagon, secured in a 5-point harness and...

Family Fishing Session

Catmandoo Sport Fishing

Book online
$40.00 - $50.00

Duration 2-6 Hours Rates **Private Session:** 2 Hour Trip - $395* 3 Hour Trip - $495* 4 Hour Trip - $650* 5 Hour Trip - $850* 6 Hour Trip - $995* *Prices are for up to 4 passengers. We can take up to 6 people on our shorter trips(2hr&3hr...

SCM WAHHI Daufuskie Island History Tour

*Catch a glimpse into Lowcountry history!* --- Description This 4-hour Daufuskie Island trip provides a glimpse into a fascinating chapter of Lowcountry history on the undeveloped side of the island. Visit several one-of-a-kind places...

Bottom Fishing Trip

Above and Below Charters LLC

Book online
$2,000.00

Let's Adventure! Duration 10 Hours About Fishing trip up to 50 miles offshore targeting Grouper, Snapper, Trigger, Seabass and all other bottom dwellers. More Information Captain/Owner is a licensed 100ton master captain, Master certified...

Indigo Tie Dye

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

*Hands-on fun!* ___________________________________ Duration 1 Hour ___________________________________ About ____________ Come and learn how indigo dye is made from a plant and use it to create a tie dye t-shirt to take home. The Museum...

1.5 Hour Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$53.99 - $69.99

Single Kayak 1.5 Hour Rental: $43.99 ________________________________ Double Kayaks or Canoes 1.5 Hour Rental: $56.99 __________ Triple Canoe 1.5 Hour Rental: $69.99

Phone Dry Bag

Lowcountry Watersports

Book online
$12.95

Dolphin Eco Tour

Captain Moto Adventures

Book online
$325.00

Duration 2 Hours About Not just your everyday dolphin tour. This is a private tour for the family. Learn about the local ego system and see dolphins. What to bring - BYOB - Sunglass - Sunscreen *No spray lotion* - Appropriate clothes...

Two Week Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$40.00 - $200.00

Rent with us! Duration 14 days About Forest beach surf & cycle is your source for Hilton Head Island bike rentals. We have bikes for kids and adults of all ages, sizes and skill levels, as well as specialty bikes and attachments

4 Day Rental

Island Life Rentals and Tours

Book online
$24.00 - $175.00

___________________________________ Delivery Procedures Upon delivery our driver will send an email or text message confirming your delivery is complete. In that communication they will include your lock combination. Please keep your bicycles...

Distillery Experience

Best Of Hilton Head LLC

Book online
$35.00

Join us for the Island's Only Distillery Experience! Duration 4.5 Hours About We are providing the transportation and have orchestrated some great discounts and experiences for you to enjoy at the different facilities. The...

♨️Steamed and Ready to Eat Lowcountry Boil

duration: 10 minute pickup meeting_point: 37 New Orleans Rd Suite B, Hilton Head Island, SC description: Skip the crowded restaurants and dive straight into a steamed-to-perfection Lowcountry Boil packed with coastal flavor and zero hassle. It’s...

Columbia's Shrimp & Grits Fest

Columbia's Shrimp and Grits Fest

Book online
$25.00 - $75.00

Columbia's Shrimp & Grits Fest >On Saturday, June 21st, 2025 area restaurants will compete in Columbia's 10th Shrimp & Grits Fest. One restaurant will be named "Columbia's Best Shrimp & Grits" by a panel of judges. There will also be a winner in...

Four Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$55.00 - $131.00

Enjoy miles and miles of scenic bike paths Duration 4 Days About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals. Baskets and helmets also available ...

Costume of The Living Dead Paddle

Saluda Lake Landing

Book online
$8.00 - $40.00

duration: 2hr min_age: 1 max_age: 101 group_size: 50 description: Get ready to rise from the lake as the undead! Paddle of the Living Dead is a glow-in-the-dark costume paddle where zombies, witches, pirates, and creatures of the night cruise across...

Daufuskie Trip

Flip Flop Charters

Book online
$725.00

Come explore the island! Duration 3 hours About Tucked between Hilton Head and Savannah is Daufuskie Island. With no bridges it is only accessible by boat. On the island are restaurants, golf courses, a distillery, and plenty of history.

Two Day Chair or Umbrella Rental

Hilton Head Outfitters - Bike Rental

Book online
$29.99

The durable and comfortable reclining Hilton Head Outfitters beach chair rentals are made of light-weight aluminum with backpack straps for easy transportation. They can be rented individually or as a package.

Family Ski Day

Outside

Book online
$135.00 - $1,065.00

Get behind a boat with Outside Hilton Head for some high-intensity fun! --- Description Hilton Head’s waterways are perfect for getting all ages out on tubes, skis, wakeboards, and kneeboards. Family Ski Day is a custom, private adventure...

Baby Gear Rental • One Week

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $150.00

Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 7 Days About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and happy ...

One Day Beach Wagon Rental

Hilton Head Outfitters - Bike Rental

Book online
$21.99

Carry everything you need to the beach. Extra large wheels make it easy to pull in the sand. Convenient cup holders and pouch inside to hold small items. Folds with one pull of the strap inside the wagon. Includes storage cover.

Lowcountry Lake Setting

Island Life HH Photography

Book online
$195.00 - $745.00

Photography Lakeside on Hilton Head Island Duration - Up to 60 minutes, with most shoots lasting about 45 minutes About Join us at Jarvis Creek Park on Hilton Head Island for a wonderful Lowcountry Setting like no other. This setting has a...

Party Cycleboat Tour

Bluewater Adventure Cycleboat

Book online
$49.95 - $1,250.00

Rates **Party of 2-20:** $1250 *Ages 21+* _____ Duration 2 Hours About Join us on the water on Hilton Head's first ever party cycle boat. We provide the coolers, ice, music and fun while our guests sit on cycle seats and enjoy beverages of...

DI 4 Hour Ultimate Lowcountry Day

*Customized adventures are the best way to see and do the Lowcountry!* Description Designed for the family or small group interested in experiencing an authentic day in coastal Carolina. We will give you a menu of options that can include...

Southbay Pontoon

Santee Boat Rentals

Book online
$350.00 - $450.00

Book our Southbay Pontoon today! Duration: - Full Day (8 Hours) - Half Day (4 Hours) About: The Southbay pontoon boat is a 20ft pontoon boat with a 90hp Suzuki to get you around the lake. With that being said the 90hp has plenty of get...

Private Inshore Charter Fishing aboard Hobo

The "Hobo" is a Coast Guard inspected 27' Carolina Skiff available for private charters. Please Note 6 passengers are included in the rate. Each additional passenger is $65 About The "Hobo" is licensed to take up to 16 passengers making this...

Family Golf Class

Palmetto Dunes Golf Academy

Book online
$1,690.00

Duration & Rates - Three days, two hours of private lessons daily - $1,690 per family About The Family Golf School is a custom program of golf instruction designed to fit a family's needs and skill level. The schedule is flexible, allowing time...

SC Pimento Cheese Festival - Tasting Ticket

A festival to showcase South Carolina's Favorite snack, Pimento Cheese Rates General Admission is Free and $5 Parking Fee per car at Gate Tasting Tickets are **$5 per person** Each Tasting Ticket holder will receive 6 tasting tickets to sample...

Eight Hour Private Offshore Charter
Book online
$1,900.00

*A full day of fishing on the reefs!* ___________________________________ Rates **Private Charter (All Ages | For up to 6 guests):** $1900 About Our Hilton Head Island waters provide some of the best fishing in the world! Depending on the...

Fireworks & Nature Boat Cruise

*Get the best seat in the house for the Shelter Cove Harbour Festival fireworks!* --- > Rates >- **Adults:** $65 >- **Children:** $45 (12 and under) >- **Small Children:** $40 (under 2) Description Book this cruise early, it is extremely...

Shark Inshore Charter

Out Of The Blue Fishing Charters

Book online
$420.00 - $620.00

Shark fishing is an exhilarating and challenging endeavor that takes anglers on a thrilling journey! Duration 2 to 4 hours About As a captain, I've guided countless shark fishing trips, and each one brings its unique sense of...

Sunset Cruise

Captain Moto Adventures

Book online
$350.00

Join us for a sunset on the water! Duration 2 Hours About Join us for a beautiful sunset cruise. The boat confortable seats 6. All ages and families welcomed on this private charter. What to bring ...

Same Day E-Bike Rental • 9AM-4PM(up to 7 hours)
Book online
$30.00 - $55.00

Same Day: Electric Bike Rental Duration up to 7 Hours must be returned by 4:00pm same day About Priority E-Coast. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Standard Step-Thru makes it...

Two Week Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $475.00

Electric Bike Rental Duration 14 Days About Priority E-Coast. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2-6'6. The Standard Step-Thru makes it easier to get on and get going -- all without...

One Week  Surf Board Rental

Hilton Head Outfitters - Bike Rental

Book online
$149.99

Rate 7 Day Rental: $149.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration One Week (7 Days)

Private Fishing Charters

Performance Fishing Charters

Book online
$550.00 - $1,400.00

Hilton Head’s premiere fishing charter! Duration 3-8 Hour Rentals **Up to 4 people** Possibility for 5 with children About Located on Hilton Head Island, your charter will be guided by Captain John Cloyd, a USCG licensed captain...

Secure Your St. Lucia Date

Hilton Head Yacht Charter Company

Book online
$500.00

One Day Surf Board Rental

Hilton Head Outfitters - Bike Rental

Book online
$49.99

Rate 1 Day Rental: $49.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration 8 Hours

Solaris - Fireworks Cruise (up to 6 passengers)
Book online
$795.00 - $1,000.00

duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 6 people description: Book the Hilton Head summer time favorite Fireworks Cruise aboard the all new Solaris! **Our private charters accommodate up to 6 passengers, ensuring an...

Beach Gear Rental • One Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $75.00

Everything you need for a fun and comfortable day at the beach! Duration 24 Hours About - Free delivery and pickup - Beach gear is delivered the morning after check-in and will be picked up the night before check-out no later than 5PM. ...

Private Sunset Cruise (Up to 14 Passengers)
Book online
$549.00 - $899.00

duration: 2 or 3 Hours cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC group_size: Up to 14 Passengers description: The private sunset...

Gift Cards

Shelter Cove Marina Boat Rentals

Book online
$549.00 - $899.00

Marriott Vacation Club Daufuskie Tour

Tucked between Hilton Head and Savannah, and only accessible by boat, Daufuskie is a must-see in the Lowcountry!