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2026 Activities Guide

Stunning oceanfront villa with WiFi, poo...

Windsor Court South 3108Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'3108 Windsor is a striking 3 bedroom, 3 bath oceanfront villa located in Palmetto...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
The 7 Best Beach Chairs 2026

You’ve made the drive, gathered the family, packed the cooler with lunches and drinks, and you’re heading out onto the sand on a bright Summer day. You unfold your beach chair and SNAP, it breaks, or bends, or the rotting fabric rips. It...

Large Two Bedroom Villa with Ocean Views...

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

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Coastal Discovery Museum

A fascinating find off the beach, the Coastal Discovery Museum is sure to engage Hilton Head visitors of all ages, with a world of indoor and outdoor exhibits, all found on the site of a rich coastal ecosystem. With a series of exhibits that are...

Beautiful Condo with pools,  hot tub, sa...

Spa on Port Royal Sound 1225Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway on Hilton Head, SC! This gorgeous condo, located in...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Kayaking & Coffee

Lowcountry Watersports

Book online
$49.00 - $98.00

duration: 1.5 Hours cancellation_summary: We allow cancellations up to 48 hours prior to scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 5 description: Let our experienced...

Fall Speaker Series: Legends & Luminaries of Hilton Head Island

duration: 1.5 hrs cancellation_summary: • Cancellation Policy: Full refund minus $5 admin fee prior to one day in advance. No refund if cancelled within one day. description: Join the Coastal Discovery Museum as we commemorate our 40th...

Harbour Town Happy Hour Cruise
Book online
$29.95 - $64.95

duration: 1.5 meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 max_age: 99 accessibility: No, their is a step up onto the boat. description: Join us for the Harbour Town Happy Hour Cruise, a casual, fun, and family-friendly 90-minute...

6 Day Rental

Island Life Rentals and Tours

Book online
$30.00 - $215.00

duration: 6 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...

Revolutionary War Lecture Series

Coastal Discovery Museum Hilton Head

Book online
$7.00

duration: 1 hour cancellation_summary: • Cancellation Policy: Full refund minus $5 admin fee prior to one day in advance. No refund if cancelled within one day. min_age: 13 group_size: 60 description: Join us for "Revolutionary Reflections", a...

Lake Wateree Private Charters

Captain Jake's Guide Service

Book online
$350.00 - $850.00

duration: 3-8 hours meeting_point: Lake Wylie Boat Ramp-890 Nivens Landing Dr Fort Mill, SC 29708 description: Whether you're looking for an action-packed day of tubing and island hopping or a laid-back cruise to soak in the views, we’ve got you...

Gift Cards

Shelter Cove Marina Boat Rentals

Book online
$350.00 - $850.00

Bike Rental • Four Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

description: Rent Bikes and Gear Accessories for your vacation! Duration 4 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

One Week Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$259.00

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...

Music with Friends Ohana Cruise to Southern Raised Concert

meeting_point: 41 Boathouse Street, Bluffton SC 29910 description: Join us for a complimentary round-trip cruise aboard the Ohana on Monday, June 1, for Music with Friends on the Bluff. Guests will meet and check in at the Outside Palmetto Bluff...

Private Sunset & Fireworks Cruise - 16p

meeting_point: Hilton Head, SC description: This 3+ hour private excursions departs from Shelter Cove Marina where your captain will give you a tour and educate you of the salt marsh ecosystem. Bring your camera and take in the sights of a...

Pontoon Boat Rental

Lowcountry Watersports

Book online
$270.00 - $625.00

duration: 2 Hour, 3 Hour, 4 Hour or 6 Hour cancellation_summary: We allow cancellations up to 48 hours prior to scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 group_size: **Maximum of 10...

Bike Rental • Five Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

description: 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...

Community Workshop- Bird Silhouettes
Book online
$20.00 - $100.00

meeting_point: Mayfair Art Studios

SC Pimento Cheese Festival Merch
Book online
$2.00 - $18.00

Sunset Dolphin Tour

Lowcountry Watersports

Book online
$10.00 - $49.99

duration: 1.5 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...

Old Town Bluffton

Flip Flop Charters

Book online
$725.00 - $850.00

description: Explore Calhoun Street! Duration - 3 hours - 4 hours About Avoid the bridge and cruise up the May River to Old Town Bluffton. We’ll dock at the Calhoun street dock at the beautiful Wright Family Park. From there you can take a...

First Friday Dinners

Victoria Valley Vineyards at Table Rock

Book online
$65.00 - $75.00

duration: 2.5 Hours group_size: Max 30 People description: Join us for an enchanting evening at our First Friday Dinner from 6 pm to 8:30 pm, as we celebrate friendship and good food in the picturesque setting of Victoria Valley Vineyards. This is...

Custom Private Charter

Captain Moto Adventures

Book online
$325.00 - $1,050.00

description: Join us on the water! Duration 2-7 Hours About Our boat is a 24 ft. Sea hunt open bow. Plenty of room for 6. The hull is designed to handle ruff water very well. You wont get bounced around like some other...

28 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$96.00 - $740.00

duration: 28 Days 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...

Sunrise Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$40.00 - $75.00

meeting_point: 43 Jenkins Rd, Hilton Head, 29926, South Carolina description: This special sunrise kayak tour is only available in the summer season May through August. Come and paddle as the sunrises in the low country. This is the calmest part of...

PB Outside Foundation Cruise
Book online
$40.00 - $75.00

meeting_point: Palmetto Bluff description: The Outside Foundation and Palmetto Bluff are partnering to preserve the South Wilson Bluff, utilizing oyster shells recycled from Palmetto Bluff Club restaurants. To learn more about this program and other...

Two Day Single Stroller

Hilton Head Outfitters - Bike Rental

Book online
$35.99

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.

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...

DI 6 Hour Ultimate Lowcountry Day

meeting_point: Daufuskie Island, SC description: *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 South...

6 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$30.00 - $215.00

duration: 6 Days 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...

Donation

Coastal Discovery Museum

Book online
$25.00 - $1,000.00

description: *Donate Today!*

Fireworks Cruise

Island Time Charters

Book online
$425.00

Duration 2 Hours About This Fireworks Cruise provides a front row seat to one of our Island's most popular events! Enjoy the sunset while dolphin watching and taking in the beauty of the salt marsh ecosystem then stay on board with the best...

Face Painting

Coastal Discovery Museum Hilton Head

Book online
$10.00

duration: 2 meeting_point: 70 Honey Horn Drive, Hilton Head Island, SC 29926 description: Join us for a colorful and creative Face Painting experience! From fierce sharks to magical butterflies, our talented artist will bring Lowcountry critter...

Glow in the Dark Splatter Party! - Basic
Book online
$45.00 - $550.00

duration: 1.5 hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 Max description: It’s your invite to light up the night and vibe out with your crew! Experience the thrill of our glow-in-the-dark parties...

Hilton Head Airport Drop-off

Island Head Transportation

Book online
$230.00 - $350.00

duration: 1 Hour group_size: Up to 14 passengers description: End your trip with a smooth and stress-free departure using our private Hilton Head Airport drop-off service. Accommodating up to 14 guests, our comfortable transportation offers plenty...

PB Family Ski Day
Book online
$245.00 - $1,290.00

description: *Certified instructors will show you the ropes on this 2 1/2 hour program! Ski, tube, wakeboard and kneeboard.* _________ About Cruise from Palmetto Bluff back to our favorite ski grounds and learn how to water-ski, wakeboard...

Donuts with Dolphins Aboard Dolphin Seafari

duration: 1.5 hours cancellation_summary: Full refund with 24 hours notice; call 843-785-2345 for cancellations or guest changes. group_size: Holds up to 20 people accessibility: Handicapped accessible pricing: * Adult - $45 * Child (12 and under) ...

Red Snapper Fishing Trip

Black & Blue Charters

Book online
$425.00 - $1,750.00

description: Black & Blue Snapper Fishing Trips Duration & Rates **Seven Hour Fishing Charter** - $1,600.00 *Be ready for a full day at sea* **Eight Hour Snapper Fishing Trip** - $1,750.00 About *Be ready for a full day at sea* Black & Blue...

Valentine's Day Carriage Rides

Brice Herndon Draft Horse and Carriage Company

Book online
$100.00

description: A Fairytale Valentine's Day: Take Your Sweetheart on a Magical Carriage Ride. We will start from the north side of Union Point Park . Each ride is approximately 18 to 20 minutes long. The carriage will comfortably hold 4 adults and...

Private Morning Half Day Sail On Knot The Office

Anchors Away Sailing Charters

Book online
$1,050.20

duration: 4 hours cancellation_summary: 72 hour free cancellation meeting_point: 1 waterway lane, Hilton Head Island, SC 29926 max_age: 90 group_size: Maximum of 6 people accessibility: Limited Handicap accessibility, Please call us to ensure we can...

Romance Package

Hilton Head Helicopter Tours

Book online
$100.00

pricing: $100 + Taxes/Fees description: Create unforgettable memories with your special someone aboard a private helicopter tour designed to ignite romance. Sip on complimentary champagne, savor a hand-selected box of chocolates, and let love take...

A Taste of Daufuskie Island
Book online
$595.00 - $1,175.00

duration: 4 meeting_point: 1 Shelter Cove Lane, Hilton Head SC 29928 group_size: up to 6 pricing: $595/up to 6 guests description: Embark on an unforgettable Lowcountry adventure as you journey through the Carolina saltmarsh ecoststem to the...

Fireworks Cruise

BC2 - Island Head

Book online
$89.00

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

Coligny Food Tour

Food Tours Hilton Head

Book online
$64.95

description: Explore Coligny and its culinary offerings! Duration 2 hours and 30 minutes What's Included: - All tastings (amounts to a whole meal) - A fun and informative tour of the Coligny area About We will meet at our first location...

PB 5 Hour Ultimate Lowcountry Day
Book online
$87.50 - $1,175.00

meeting_point: Palmetto Bluff description: *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...

Glow With the Flow Fridays

Vintage View River Retreat

Book online
$20.00 - $45.00

duration: 3 Hours description: Light up your weekend! Glide down the river with glowing gear, good vibes, and nonstop Friday night fun. This 3 hour adventure lets you float while the sun goes down, laugh with friends, and soak in the magic of the...

Brunch Under Sail

BC2 - Island Head

Book online
$19.99 - $89.00

duration: 2 Hours meeting_point: Broad Creek Marina 18 Simmons Rd. description: A Luxury Brunch Sailing Experience Step aboard our luxury catamaran for a truly elevated morning on the water. Brunch Under Sail is a two-hour sailing experience...

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...

5 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$27.00 - $195.00

duration: 5 Days 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...

Four Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$600.00

description: Duration 4 Hours ___________________________________ About *Most Popular* Redfish, Trout, Blackdrum, Sheepshead, Jack Crevalle, Tarpon, Spanish Mackerel, King Mackerel, Cobia, Triple Tail, Sharks! (Species Depend On Season, Tide ...

HH Seafood Festival: Ohana Fireworks Cruise

description: A special cruise on the luxury power catamaran, Ohana. This leisurely sunset dolphin cruise will end with the best seat in the house for the fireworks show! Departing Saturday, February 26th 5-7pm $115 per person (includes Kettle One...

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!

Canvas Tote Bag

Historic Mitchelville Freedom Park

Book online
$30.00

pricing: $30 description: Canvas Tote Bag

Day Trip to Savannah

Flip Flop Charters

Book online
$525.00 - $1,150.00

description: Cruise to Savannah! Duration - 5 hours - 6 hours About Avoid the traffic and cruise to Savannah in style. We’ll take you through the backwaters into the Savannah River and dock right on river street. You’ll be right at the...

Time Flys

Palmetto Lagoon Charters

Book online
$555.00 - $1,275.00

meeting_point: Shelter Cove Harbor, 17 Harbourside Ln, Hilton Head Island, SC 29928 (Dock H, Slip 3) description: We’re proud to welcome a classic back into the family — a beautifully restored 1993 Silver King 18, perfectly paired with a 2023...

SC Pimento Cheese Festival- Pimento Cheese Competition

meeting_point: 2nd Annual Amateur Pimento Cheese Competition description: Does your pimento cheese have what it takes to win "South Carolina's Best Pimento Cheese" title? Registration **$25 per entry** - This fee includes entry into the...

Private Gullah Heritage Trail Tour Requests

Gullah Heritage Trail Tours

Book online
$28.00

description: *Gullah people are known for preserving more of their African linguistic and cultural heritage than any other African-American community in the United States.* ___________________________________ Duration 2.5 hours...

Weekend 10:30am-6:15pm Golf Cart Rental
Book online
$70.00 - $90.00

description: Weekend 10:30 am to 6:15 pm- Golf Cart Rental *Must have valid Driver's License to rent a cart.*

Tour & Tasting Experience

Hilton Head Distillery

Book online
$34.95

duration: 1 Hour min_age: 21 group_size: Maximum 15 people accessibility: Wheelchair accessible description: Our signature 1-hour Tour & Tasting Experience invites you behind the scenes for a closer look at the craft, history, and rum-making process...

2 Week Rental

Island Life Rentals and Tours

Book online
$54.00 - $370.00

duration: 2 Weeks 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...

Ohana Sunset Dolphin Cruise
Book online
$45.00 - $2,500.00

meeting_point: Hilton Head, SC description: Explore the marsh and enjoy the view of the incredible Lowcountry sunset! --- Join us for this 90-minute tour to learn about the salt marsh and search for local dolphins aboard the luxury catamaran...

Bike Rental • Two Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $80.00

duration: 2 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...

Small Group Tasting

Honey & Thistle

Book online
$20.00 - $80.00

duration: 1 Hour min_age: 21 group_size: 6-10 people 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...

Inshore & Nearshore Fishing Charter

Palmetto Lagoon Charters

Book online
$555.00 - $1,275.00

meeting_point: Shelter Cove Harbor, 17 Harbourside Ln, Hilton Head Island, SC 29928 (Dock H, Slip 3) description: 24' Pathfinder - Near Shore Fishing Trips ___________________________ Description Near shore fishing on a 24 foot Pathfinder...

Glow in the Dark Splatter Party! - Premium
Book online
$60.00 - $825.00

duration: 1.5 Hrs meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 Max description: It’s your invite to light up the night and vibe out with your crew! Experience the thrill of our glow-in-the-dark parties...

Three Day Bike Rental

Wheelz of Hilton Head

Book online
$40.00 - $80.00

description: Three Day Bike Rental Rates Duration 3 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...

Stand Up Paddle Board Rental

Forest Beach Surf & Cycle

Book online
$60.00 - $200.00

description: Rent with us! Duration 1 day, 3 day, or 1 week About Forest beach surf & cycle is your source for Hilton Head Island SUP rentals

Indigo Tie Dye

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

description: *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...

WAHHI Vanishing Island Beachcombing Cruise

meeting_point: Hilton Head Island, SC description: *Meet Hilton Head's dolphin population and visit a vanishing island. Collect shells and observe local wildlife. A Lowcountry favorite!* --- Description This three-hour boat cruise...

Surfboard Rental

Forest Beach Surf & Cycle

Book online
$25.00 - $125.00

description: Rent with us! Duration 1 day, 3 day, or 1 week About Forest beach surf & cycle is your source for Hilton Head Island surf rentals!

DI 4 Hour Ultimate Lowcountry Day

meeting_point: Daufuskie Island, SC description: *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...

Three Day Beach Wagon Rental

Hilton Head Outfitters - Bike Rental

Book online
$29.99

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...

Beach photography Mini Shoot

Island Life HH Photography

Book online
$199.95 - $249.95

duration: 10–15 minutes cancellation_summary: Full refund if photographer cancels for weather; rescheduling attempted first. meeting_point: 55 Starfish Dr, Hilton Head Island, SC 29928 description: If you are looking for a photoshoot but don’t...

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...

13 Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$102.18 - $243.23

description: Enjoy miles and miles of scenic bike paths Duration 13 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...

DIY Custom Sneaker Painting

Color Me Greenville

Book online
$45.00

duration: 3 Hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 pricing: Charms and Accessories vary in prices. You can view our options in person along with pricing.: Shoe Charms:($1-$10) Color laces: Variable ($2-$10) Pre-made...

???? Cook at Home Classic Lowcountry Boil

duration: 10 minutes meeting_point: 37 New Orleans Road Suite B, Hilton Head Island, SC pricing: * Base price: $59.99 for 2 people * Each additional person: $25.99 description: Our Lowcountry Boil bucket arrives packed with fresh, local ingredients...

Merchandise

Carolina Hydrofly

Book online
$45.00

Private Excursion

Carolina Breeze Charters

Book online
$275.00 - $450.00

duration: 2 to 4 hour options meeting_point: Broad Creek Marina, 18 Simmons Rd, Hilton Head Island SC 29926 group_size: Maximum 6 people description: Create your perfect day on the water with a custom, private charter aboard the Carolina Breeze, our...

Gift Card

Island Skiff Adventure Tours

Book online
$275.00 - $450.00

Private Dolphin Tour

Cross Island Cruises

Book online
$279.00

duration: 90-105 minutes meeting_point: 68 Helmsman Way group_size: Maximum 6 people pricing: $269 total, for up to 6 passengers per boat. No hidden fees! description: On a private dolphin tour, guests can expect a personalized and up-close...

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...

Four Day Golf Cart Rental

Wheelz of Hilton Head

Book online
$645.00 - $935.00

description: Golf Cart Rentals! Duration 4 days Please Note * Golf Cart Rentals CANNOT be delivered * Must be picked up at our location * Golf Carts need to stay within a 4 mile radius of our location. * Golf Carts cannot be booked online...

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...