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2026 Activities Guide

Large Two Bedroom Villa with Ocean Views...

You'll savor this generously designed and comfortable two bedroom Windsor Place condominium with ocean vistas! The kitchen features granite countertops and is completely-equipped with everything you'll need for a home cooked meal. Looking out from...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
The 7 Best Fishing & Beach Carts for 2026

For families travelling to the beach, or fishermen carrying tackle/coolers, a beach cart can be the best purchase of your vacation. These carts feature extra-wide wheels to move across soft sand, even when loaded. Carts are often built for specific...

3133 Villamare - Direct Oceanfront Views...

This attractively refreshed 3 bedroom, first floor corner villa offers striking ocean vistas from every room and was thoughtfully refreshed in 2026. Updates include new furnishings in the living and dining areas, updated floor throughout the main...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Fort Howell

Visitors who are expecting a grand and perfectly preserved Civil War fort may be disappointed when they make a visit to Fort Howell, but patrons who love a unique bit of history with accompanying earthen remnants, as well as a gorgeous wooded...

Long-Term Stays Welcome: HH Island Resor...

Family Friendly | 3 Flat-Screen TVs | Near Kayaking & Biking | Long-Term Stay PricesEndless coastal adventures await when you book this 2-bedroom, 2-bath Hilton Head Island vacation rental! Surf the waves of the Atlantic, embark on a kayaking...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Private Lesson with Doug Weaver

Palmetto Dunes Golf Academy

Book online
$160.00 - $800.00

description: About Doug Weaver, Director of the Palmetto Dunes Golf Academy Golf Digest South Carolina Top-Ten Instructor. Doug Weaver is a former PGA Tour Pro, US Open record holder and recent Lowcountry Golf Hall of Fame member. His weekly TV...

Sunset Glow Bike Tour

Glow Bikes Hilton Head

Book online
$38.25 - $45.00

description: Experience the breathtaking beauty of the Sunset Tour on our Glowing Bicycles! Duration 35 minutes About Join us for a mesmerizing 35-minute Sunset Tour while riding on glowing bicycles! Witness the enchanting beauty of Hilton...

Sunset Creek Cat Tour

Lowcountry Watersports

Book online
$120.00 - $159.00

duration: 2 hours cancellation_summary: Cancellations allowed up to 48 hours prior to the scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 5 max_age: 99 group_size: 2 people per...

PB Charter Fishing
Book online
$895.00 - $1,450.00

description: Description We offer a variety of fishing charters including inshore & near-shore. Our USCG licensed Captains will customize the trip for families and experienced anglers. Our fleet will take you to local hot-spots targeting a variety...

Hilton Head Seafood Festival Daufuskie Island History Experience

description: Step Back in Time on Daufuskie Island Tucked between Hilton Head and the mainland, and accessible only by boat, Daufuskie Island is often described as “the other side of the river” — a hidden gem where time seems to stand still...

1 Week Rental

Island Life Rentals and Tours

Book online
$33.00 - $235.00

duration: 1 Week description: 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 locked at...

Golden Hour Sunset Sail

BC2 - Island Head

Book online
$19.99 - $99.00

duration: 2 Hours meeting_point: Board Creek Marina 18 Simmons Rd. description: Smooth sailing, stunning views, and something for everyone. Golden Hour Sail is a luxury sunset experience designed for all kinds of groups—families, friends, couples...

Sunset Excursion

May River Excursions

Book online
$50.00 - $60.00

description: *One of our most popular trips!* ___________________________________ Rates **Adult** - $50.00 **Child** - $40.00 ___________________________________ Duration 1.5 hours ___________________________________ About - See one of...

Private Fireworks Paddle
Book online
$55.00 - $110.00

One Day Single Stroller

Hilton Head Outfitters - Bike Rental

Book online
$25.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** These strollers are made of lightweight aluminum and are great at the beach at low tide or on our miles of bikes paths.

Disappearing Island Dolphin Tour

Lowcountry Watersports

Book online
$10.00 - $49.99

duration: 2 hours cancellation_summary: Cancellations allowed up to 48 hours prior; no refunds within 48 hours. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 1 max_age: 99 group_size: Maximum 48...

Lowcountry Curated: Hilton Head E-bike and Picnic

duration: 4 Hours meeting_point: 50 Shelter Cove Lane, Hilton Head, SC 29928 min_age: 16 group_size: 4/10 pricing: $198 description: Explore Hilton Head’s storied past on a guided e-bike tour to Mitchelville, the nation’s first freedmen’s...

1 Week Rental (Walk Up)

Island Life Rentals and Tours

Book online
$33.00 - $235.00

duration: 1 Week cancellation_summary: 24 Hours in advance 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...

Seas The Moment Sunset Sail Public

Anchors Away Sailing Charters

Book online
$130.00

meeting_point: Hilton Head Island, SC description: *Sunset Sail* Come end the perfect day with the perfect evening on the water. Enjoy the beautiful scenery and wildlife while enjoying some often-great sailing. End the evening with a beautiful...

5 Day Rental

Island Life Rentals and Tours

Book online
$27.00 - $195.00

duration: 5 Days description: 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 locked at...

Canoe Rental

Wateree Marina

Book online
$25.00 - $50.00

description: Canoe Rentals What to Bring - Valid Driver's License - Major Credit Card

One Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$31.00 - $77.00

description: Enjoy miles and miles of scenic bike paths Duration 1 Day About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals - please select during...

Shark Tooth Treasure Bag

Lowcountry Watersports

Book online
$9.99

Daylight Bike Rental

Wheelz of Hilton Head

Book online
$20.00 - $45.00

description: Half Day Bike Rental Rates Duration 4 hours Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect...

Sunset Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$49.00 - $95.00

description: *Paddle the Low Country!* ___________________________________ Rates **Kayak:** $49 **Tandem Kayak:** $95 *All Ages* ___________________________________ Duration 1 hour and 30 minutes ___________________________________ ...

Bachelor/Bachelorette

Flip Flop Charters

Book online
$895.00

description: Explore Calhoun Street! Duration 4 hours About If you’re looking for a picturesque location to raise a glass and toast the happy couple, we’d love to help you celebrate! Waterfront bars are an excellent choice. With a...

Luxury Pontoon Rental
Book online
$315.00 - $815.00

meeting_point: Shelter Cove Marina description: This pontoon offers spacious dual captain's chairs, comfortable sofa-style seating and enhanced style. Can accommodate up to 12 passengers. Includes: -Cooler -Bluetooth Radio

PB PVT Bluffton Beach Kayak Adventure

About Paddle to one of the Lowcountry's most celebrated hidden gems on this private, unique May River adventure. Departing from Wilson Landing, you'll enjoy a leisurely guided kayak journey through the scenic salt marshes of Palmetto Bluff en...

Black & Blue Fishing Charters

Black & Blue Charters

Book online
$425.00 - $1,700.00

description: Black & Blue Duration & Rates **Three Hour Fishing Charter** - $625.00 *Will catch mostly sharks* **Four Hour Fishing Charter** - $750.00 *Most popular for families* **Five Hour Fishing Charter** - $900.00 *Catch your...

Eco Tour

Hilton Head Helicopter Tours

Book online
$269.00

description: This helicopter tour follows some of the most beautiful and remote beaches on the East Coast, offering sweeping aerial views of the coastline. Guests will fly Hunting Island lighthouse and old fishing cabins while scanning the waters...

Shark Fishing Excursion

May River Excursions

Book online
$375.00 - $775.00

description: *Private trip along the backwaters of Hilton Head Island, Daufuskie Island, and Bluffton* Rates are per private charter **2 Hours** - $350.00 **3 Hours** - $450.00 **4 Hours** - $550.00 **5 Hours** - $650.00 Each additional...

Palmetto Bluff

Flip Flop Charters

Book online
$625.00 - $750.00

description: Beautiful Scenery Duration - 3 hours - 4 hours About Nestled on the scenic May River is Palmetto Bluff, an idyllic community on 20,000 acres. Within the community is an extensive nature preserve, private residences, a hotel...

Private Lesson with Clark Sinclair

Palmetto Dunes Golf Academy

Book online
$130.00 - $650.00

meeting_point: George Fazio Course description: About Clark Sinclair, Director of Golf Clark Sinclair has been a member of the Palmetto Dunes staff since 1983 and has been teaching since 1986. He is a graduate of Presbyterian College. Clark...

Private Kayak Group Tour

Crooked Creek Kayaks

Book online
$395.00

duration: 2 Hours group_size: Maximum 5 people description: Enjoy exclusive, private guided access into Jarvis Creek’s quiet, winding estuarine waterways — reserved solely for your group and led by your own personal guide. This tailored...

Boomerang Private Charter Fishing
Book online
$540.00 - $640.00

meeting_point: Palmetto Bay Marina description: Rate **Three Hour** - $540 **Four Hour** - $630 About The Boomerang 2 is a comfortable 28 foot Parker center console that is powered by two brand new Suzuki outboards. We specialize in fun...

Ohana Low Country Paddle Festival VIP Cruise

description: Saturday, September 6th 8:30-11 am Meets at: Rowing and Sailing Center at Squire Pope Community Park 137 Squire Pope Rd, Hilton Head Island SC 29926 The cruise will include: -Custom Pickney Island circumnavigation on the luxury...

Kayak Rental: Club Pass Members

Island Head- Hilton Head Harbor

Book online
$50.00

meeting_point: Hilton Head Harbor description: About Welcome to Hilton Head Island’s first Kayak Club! Imagine going for a paddle anytime you want hassle free– no buying, storing, or transporting – just hop in and go. Our kayak membership is...

The Bulldog

Bulldog Fishing Charters

Book online
$625.00 - $1,800.00

meeting_point: 1 Hudson Rd Hilton Head Island, SC 29926 description: *The Bulldog* ____________________________________________ About - With over 25 years of local Hilton Head Charter Fishing experience, Captain Christiaan is a 2nd generation...

Beach Wheelchair

Hilton Head Outfitters - Bike Rental

Book online
$65.00 - $299.00

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

Fishing Charters

Hilton Head Inshore Charters

Book online
$425.00 - $1,200.00

description: Let's Adventure! About Inshore and nearshore fishing trips. Fun for the whole family. Targeting redfish, speckled trout, jack crevalle, tarpon, cobia, sharks, and more!

Genesis Compound Rental & Range Time

duration: 1 Hour Range Time description: Curious about archery but don’t own equipment? Our Genesis Compound Tryout Experience includes everything you need — bow, arrows, and range time — with guidance from our knowledgeable staff. It’s the...

Cruise Through The Stars

Vagabond Cruise

Book online
$19.95 - $39.95

duration: 1.5 Hour meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 accessibility: Stroller and wheelchair accessible on the lower deck of the Vagabond description: ![Description of...

Gullah Celebration Cruise

Vagabond Cruise

Book online
$90.00

duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 80 passengers description: Join us for an extraordinary experience aboard the exquisite Spirit Of Harbour Town, as we embark on a captivating journey this year. Indulge in the...

Five Hour Inshore/Nearshore Fishing Trip

Hilton Head Island Tours

Book online
$645.00 - $695.00

description: *Five Hour Inshore/Nearshore Fishing Trip* ___________________________________ Rates **Up to Four Guests** - $645.00 **Five Guests** - $675.00 **Six Guests** - $695.00 ***All ages welcome! | Maximum of 1200...

Butterfly Learning Station

Coastal Discovery Museum Hilton Head

Book online
$645.00 - $695.00

meeting_point: Coastal Discovery Museum description: About Experiencing the enchantment of a native butterfly garden and observing all four stages of the butterfly life cycle is a unique opportunity available to people of all ages at the Coastal...

Blue Crab Discovery

Coastal Discovery Museum Hilton Head

Book online
$10.00 - $90.00

min_age: 4 group_size: 12 description: *Explore where Atlantic Blue Crabs live, how they impact local communities, and why the Lowcountry enjoys and protects this food source!* ___________________________________ Duration 1.5...

Gift Cards

Dolphin Seafari

Book online
$10.00 - $90.00

Quilting Workshop - A Fused Fabric Underwater Sea Collage

Coastal Discovery Museum Hilton Head

Book online
$35.00

duration: 3 hours cancellation_summary: Cancellation Policy: We will refund your payment (minus a $5 admin fee) if you cancel more than 72 hours before the event. We’re not able to offer refunds for cancellations made within 72 hours of the...

SC Pimento Cheese Festival - Tasting Ticket

meeting_point: Saluda Shoals- 6071 St Andrews Road, Columbia, SC 29212 description: 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...

Marriott Vacation Club Daufuskie Tour

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

Sundance DX20

Timberlake Marina

Book online
$300.00 - $900.00

duration: 8.5 Hours min_age: 23 group_size: Maximum capacity is 8 people or 1,160 lbs. description: Do it All Boat: fishing, cruising and family use Fishing-first, family-friendly utility boat Yamaha 115, Capacity 8, 1160 lb There’s nothing quite...

Kayak Tour

Port Royal Sound Foundation

Book online
$40.00 - $55.00

duration: 2 Hours description: Join a PRSF Naturalist for a 2-hour guided kayak tour of the Chechessee River departing from the Maritime Center. Children ages 5-12 must be on a tandem kayak with an adult (18+). Designed for all experience...

One Month Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$875.00

meeting_point: 80 QUEENS FOLLY RD HILTON HEAD, SC 29928 description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** **All eBike rentals include 1 lock for every bike.** Our e-bikes are a fun and easy...

Shelter Cove Marina Kayak & Stand Up Paddleboard Rental

description: *Want to explore the Lowcountry waters on your own? We have paddleboards and kayaks you can rent!* --- Description Outside Hilton Head has a fleet of safe and comfortable boards & kayaks that you can rent to enjoy the area's...

Paella Dinner

Kennington Family Winery

Book online
$95.00

duration: 2 Hours min_age: 21 group_size: Maximum 30 Guests description: **Join us for a Paella Dinner, catered by the highly esteemed Chef Daniel Lopez!** Choose between chicken paella or authentic Spanish paella with muscles and shrimp. Glass of...

Three Day Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$159.00

meeting_point: 80 QUEENS FOLLY RD HILTON HEAD, SC 29928 description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** **All eBike rentals include 1 lock for every bike.** Our e-bikes are a fun and easy...

2.5 Hour Firework Tour

Hilton Head Island Tours

Book online
$425.00

description: *Learn about our Coastal Ecology on our 2hr Private Crabbing Excursion!* ___________________________________ Rates **Private Charter** - $425.00 *(Up to 6 passengers)* ***All ages welcome! | Maximum of 1200...

Lowcountry Lake Setting

Island Life HH Photography

Book online
$195.00 - $745.00

duration: Up to 60 minutes cancellation_summary: Weather cancellations rescheduled when possible; full refund if unable to reschedule meeting_point: 100 Jarvis Park Rd Hilton Head Island, SC US 29926 description: Join us at Jarvis Creek Park on...

Shark Inshore Charter

Out Of The Blue Fishing Charters

Book online
$420.00 - $650.00

description: 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...

Guided Wine Tasting

Victoria Valley Vineyards at Table Rock

Book online
$28.00

duration: 90 Minutes min_age: 21 group_size: Max 15 People description: Come taste a little piece of Europe with a traditional wine tasting of our European Vinifera wines, sure to be enjoyed by any wine drinker from a novice to the connoisseur. Your...

Eight Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$70.99 - $141.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

Nine Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$75.99 - $151.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

Volunteer Open House

Coastal Discovery Museum Hilton Head

Book online
$75.99 - $151.99

meeting_point: Coastal Discvoery Museum description: Help inspire people to care for the Lowcountry. Adults (18+) are invited to explore how they can contribute their time and talents to support the museum’s mission and foster community...

Nine Day Bike Rental

Wheelz of Hilton Head

Book online
$60.00 - $120.00

description: Nine Day Bike Rental Rates Duration 9 days Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect...

Three Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$40.00 - $150.00

description: Electric Bike Rental Duration 3 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...

Reptiles for Kids

Coastal Discovery Museum Hilton Head

Book online
$7.00

description: Come and meet some of the coolest critters around! ___________________________________ Duration 30 minutes ___________________________________ About Come and meet some of the coolest critters around…REPTILES! Meet and get to...

All Other T-Shirts

Historic Mitchelville Freedom Park

Book online
$10.00

pricing: $10 description: All Other T-Shirts

Boat, Bite, and Bar at Old Daufuskie Crab Co.
Book online
$10.00 - $49.99

duration: 3 Hr 45 Min 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: Boat, Bite, and Bar at Old Daufuskie Crab...

Beaufort Waterfront

Flip Flop Charters

Book online
$895.00 - $1,025.00

description: Explore Calhoun Street! Enjoy a Small Town Atmosphere! - 4 hours - 5 hours About Take a ride across the Port Royal Sound to the second oldest town in South Carolina. Downtown Beaufort is packed with history, art, shopping and...

Archery Party

Jeffery Archery

Book online
$229.00

duration: 2 Hours description: Make your next birthday, corporate event, or private gathering unforgettable with an interactive archery party experience. We provide equipment, instructor supervision, range time, tables, and chairs—you simply bring...

Equestrian Lessons - Montage Guests

duration: 1 hour meeting_point: Activity Barn Longfield Stables 24 Healey Rd, Bluffton 29910 SC min_age: 6 group_size: Private or semi private description: Whether you're a first-time rider or looking to refine your skills, our equestrian lessons...

Daufuskie Water Taxi
Book online
$15.00 - $45.00

duration: 20 minute shuttle • 4 or 8 hour golf cart rentals cancellation_summary: All reservations are subject to our 48 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure...

Lowcountry Ruins Setting

Island Life HH Photography

Book online
$195.00 - $745.00

duration: Up to 60 minutes cancellation_summary: Full refund if unable to reschedule due to weather; otherwise subject to rescheduling. meeting_point: Stoney Baynard Ruins in Sea Pines description: Are you looking for the perfect Hilton Head family...

Baby Gear Rental Package • Three Days

Lowsea Bike, Beach and Baby Rental

Book online
$190.00 - $235.00

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...

Beach Discovery Tour

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

description: *Join a museum naturalist on an amazing nature tour!* ___________________________________ Duration 1.5 Hours ___________________________________ About Ever wonder who makes those holes in the sand—or when and why sea turtles...

Seas The Moment Public Afternoon Sail

Anchors Away Sailing Charters

Book online
$120.00

meeting_point: Hilton Head Island, SC description: *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...

Discovery Flight

Hilton Head Helicopter Tours

Book online
$400.00

duration: 1 Hour (30 minutes flight time and 30 minutes ground) meeting_point: 38 Gateway cirle HHI,SC 29926 min_age: 16 description: Get ready for the adventure of a lifetime with a Discovery Flight! This hands-on experience gives you the...

One Day Beach Wagon Rental

Hilton Head Outfitters - Bike Rental

Book online
$21.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** 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...

2-Hour Day Sail

BC2 - Island Head

Book online
$19.99 - $49.99

duration: 2 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing

♨️Steamed and Ready to Eat Lowcountry Boil
Book online
$19.99 - $49.99

duration: 10 minutes meeting_point: 37 New Orleans Rd Suite B, Hilton Head Island, SC group_size: Up to 25 people description: Skip the crowded restaurants and dive into a steamed-to-perfection Lowcountry Boil packed with coastal flavor and zero...

Kayaking Dolphin Nature Tour

Kayak Hilton Head

Book online
$41.00 - $99.00

description: See Bottlenose Dolphins! Duration 2 Hours *Please arrive 30 minutes prior to your scheduled tour time* Discount CURRENT COUPON -- $10 off each adult, 50% off each child 12 and under. (Coupon also available in print form but...

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...

Parasailing

Island Head- Hilton Head Harbor

Book online
$29.99 - $999.00

meeting_point: Hilton Head Harbor description: *High Flying Family-Fun Parasail over Hilton Head.* ___________________________________ Rates **Flyer (Ages 6+):** $95 **Observer (All Ages):** $49 ___________________________________ ...

Rosie

Slow Rides LLC

Book online
$300.00 - $5,000.00

description: Cruise around Hilton Head Island in Style! Location Moke rentals are specifically for secondary streets (35 mph or less). Zones marked with an (*) please call 843-895-2063 to confirm utility trailer delivery before booking. ...