Authentic Lowcountry Experiences Through Expertly Guided
Outdoor Activities

Experiences

Paddle salt marshes, sail at sunset, reel in a catch, or bike the island—our expert guides make every adventure unforgettable. With unmatched knowledge of the Lowcountry and a commitment to safety and sustainability, we deliver memorable, meaningful outdoor experiences. Let’s get outside and make memories!

What Sorts of Activities Can You Enjoy When You Book with Outside Hilton Head?

It’s an exceptionally long list, here are just a few of the highlights:

Boat Tours, Kayaking, Fishing Charters & More Hilton Head Excursions

With more than 46 years of experience creating unforgettable outdoor experiences on the water and beyond, Outside Hilton Head is your gateway to adventure in the Lowcountry. From large family-friendly outings to intimate private excursions, Outside offers something for everyone who wants to discover the natural beauty of Hilton Head.

Boat Tours

- Plan By -
Interest

Laid back activities
  • Best Seller!
    Savannah Port Tour
  • Private Shark Tooth Island Cruise
Family Fun Activities
Get moving activities
  • Hourly Kayak & Paddleboard Rentals
  • Year-round
    Hilton Head E-Bike History & Nature Tour
  • 2 Activities in 1!
    Dolphins & Tubing Experience
Choose Your Rental
  • Luxury Pontoon Boat Rentals
  • Hourly Kayak & Paddleboard Rentals
  • Daily Kayak & Paddleboard Rentals
All Our Activities
  • Most Popular Boat Trip
    Dolphin Eco Tour
  • Every Tuesday + July 4th
    Private Fireworks & Nature Boat Cruise
  • Best Seller!
    Guided Kayak Nature Tour

About Us

What makes Outside Hilton Head Special?

It’s our deep connection to the Lowcountry and our passion for sharing it with others. We offer more than just tours—we create personalized, immersive experiences led by expert guides who know these waters and landscapes inside and out. Whether it’s a quiet paddle through the salt marsh or a private charter to a hidden island, every adventure is crafted to inspire, educate, and connect.

USCG
Captains

  • Meet Captain Patrick Vereen

    Name:

    Patrick Vereen

    Hometown:

    Camilla, GA

    How long have you been a captain?

    2 years, I’ve been operating boats since I was 9-years old

    How long have you been with Outside?

    1 year

    What type of work did you do before becoming a captain at Outside?

    Dog breeding. Hunting land management. Landscaping. Flooring.

    What you like best about the job of being an Outside captain?

    The wonderful staff.

    What are some of your go-to area recommendations for guests asking your advice?

    Lincon & South Brewery, Tacos las Brisas, River Street in Savannah

    What are your favorite things about living in the Lowcountry?

    Good neighbors and a great church

    Anything else fun or interesting about you that you’d like to add?

    My dog “Champ” rides with me on almost all my trips and guests love him. He’s a yellow lab that’s skilled in paddleboarding and retrieving just about anything from the water including people! If your hat blows off, he’ll get it back for you.

     

    Patrick Vereen
  • Harriet Pollitzer
  • John Werner
  • Dan Killian
  • Boo Harrell
  • Andy Kennedy
  • Grant Salzer
  • Meet Captain Bayard Huggins

    Name:

    Bayard Huggins

    Hometown:

    Bishopville, SC

    How long have you been a captain?

    3 years.

    How long have you been with Outside? 

    Two years.

    What type of work did you do before becoming a captain at Outside?

    I’ve managed different aspects in the Food and Beverage Industries from 5 diamond to dive bars.

    What you like best about the job of being an Outside captain? 

    Every day I’m on the water it’s like church with Mother Nature. The camaraderie with my colleagues is like no other.

    What are some of your go-to area recommendations for guests asking your advice?

    The true essence of the Lowcountry is taking a boat ride through a tidal creek. It’s ok to get lost. Make a stop on Daufuskie Island for its character and charm. Try some Devil Crabs and May River Oysters. You must check out Shark Tooth Island to chase the adrenaline high of finding a Megalodon Tooth. The best place to have a picnic is on Page Island.

    What are your favorite things about living in the Lowcountry? 

    Mother Nature carved out a slice of heaven when she created the Lowcountry. The history and cuisine are amazing. You just cannot beat good olde southern hospitality.

    Anything else fun or interesting about you that you’d like to add?

    I’m a resident of Daufuskie Island. You’ll most likely catch me on my days off on the water, either I’m heading over to Daufuskie Island or Shark Tooth Island.

     

    Bayard Huggins
  • Meet Captain Dean Hager

    Name: 

    Dean Hager

    Hometown: 

    Haddon Township, NJ

    How long have you been a captain? 

    Boating since I was 12 years old, now doing it professionally since 2024.

    How long have you been with Outside? 

    Since 2024

    What type of work did you do before becoming a captain at Outside?

    I was a Business General Manager working for a large international business.

    What you like best about the job of being an Outside captain?   

    I love the people.  After retiring early I realized the one thing I really missed about work was the interaction with people and being a captain gives me a chance to meet and entertain new people every day.  It’s also great to work with a close-knit group of like-minded and outdoorsy people!

    What are some of your go-to area recommendations for guests asking your advice? 

    Mitchelville Freedom Park / Fish Haul Beach is an amazing gem for any history or nature lover.  Birding at the Ibis Pond Rookery (Pinckney Island Wildlife Refuge) in spring is an amazing experience.

    What are your favorite things about living in the Lowcountry? 

    The Salt Marsh!

    Anything else fun or interesting about you that you’d like to add? 

    Life is short, find a way to do what you love to do!

    Dean Hager
  • Giovanni Bellio
  • Hunter Jackson
  • Kelly Pierce
  • Meet Captain Peter Pearson

    Name:

    Peter Pearson

    Hometown:

    Columbia, SC

    How long have you been a captain?

    Since 1973

    How long have you been with Outside?

    Seven Years

    What type of work did you do before becoming a captain at Outside?

    CFP, Financial Consultant, Taught High School After I Retired

    What you like best about the job of being an Outside captain?

    Being outside, showing people our home.

    What are your favorite things about living in the Lowcountry?

    Mud between my toes, shrimping, fishing, crabbing, and watching the neighborhood children playing in the creek.

    Peter Pearson
  • Meet Captain Matt Williams

    Name: Matt Williams

    Hometown: I was born in Goldsboro, NC

    How long have you been a captain?
    I have been a captain for 25 years.

    How long have you been with Outside?
    Since March of this year (2025)

    What type of work did you do before becoming a captain at Outside?
    I have worked as a boat captain on a wide variety of boats in Hilton Head, Boston, Savannah, and Marco Island, FL.

    What do you like best about the job of being an Outside captain?
    I enjoy the variety of activities that Outside offers as a boat captain. One day, I’m searching for bottlenose dolphins and visiting Page Island, the next day, I am teaching kids to wakeboard during the day and then operating the sunset dinner cruise that night.

    What are some of your go-to area recommendations for guests asking your advice?
    Best seafood: Hudson’s
    Best spot to see alligators: Jarvis Creek Park

    What are your favorite things about living in the Lowcountry?
    The unique beauty of the Lowcountry never gets old. From giant Spanish oaks to the abundance of salt marsh and diverse wildlife.

    Anything else fun or interesting about you that you’d like to add?
    My family moved quite often when I was younger. We lived in North Carolina, Arkansas, Alabama, New York, and Georgia. As an adult, I continued to ramble, living in Texas, Massachusetts, and Florida.

    Matt Williams
  • Riley King
  • Meet Captain Sebastian De Angelis

    Name:

    Sebastian De Angelis

    Hometown:

    Rome, Italy (I was an American expat at birth)

    How long have you been a captain?

    2 years

    How long have you been with Outside?

    3 years

    What type of work did you do before becoming a captain at Outside?

    I was a Surface Warfare Officer in the United States Navy from 1983 to 1990, tried my hand at corporate life until 1992 (hating it passionately), then I worked as a freelance translator and interpreter until 2021, when I retired.

    What you like best about the job of being an Outside captain?

    Being able to help people experience the uniqueness and beauty of the Low Country. Nothing beats hearing seeing and hearing children – of all ages – react to the first sighting of a dolphin.

    What are some of your go-to area recommendations for guests asking your advice?

    Get on the water.

    What are your favorite things about living in the Lowcountry?

    Our nature, our lifestyle, and the heat.

    Anything else fun or interesting about you that you’d like to add?

    My handle is “Sea Bass”. I love it, for two reasons: it is a seagoing creature, like me; and the Japanese word for sea bass is Suzuki (鱸). With the exception of Page 2 and of the pontoons, every one of Outside’s boats has Suzuki outboard motors, so “my name” is on all of them.

    Sebastian De Angelis
  • Pete Barbano
  • Pippi Itkor
  • Name: 

     Gerard Love

    Hometown: 

    Lake of the Ozarks, Missouri

    How long have you been a captain? 

    Since 2024

    How long have you been with Outside? 

    10 years

    What type of work did you do before becoming a captain at Outside?

    I have experience in healthcare and higher education, training clinicians for work in the substance use disorder and mental health field

    What you like best about the job of being an Outside captain?   

    I truly enjoy taking people out on the water (boat or kayak) to get an up close and unique experience on Hilton Head. Seeing oysters “spritz” for the first time or hearing a dolphin breath for the first time create “wow” moments you can see on the customers face. Whether taking out first time visitors to Hilton Head or local residents, the view of the island from the middle of Broad Creek or Calibogue Sound offers a new lens to appreciate the beauty of the Lowcountry.

     

    What are some of your go-to area recommendations for guests asking your advice? 

    I always suggest visiting the Shell Ring at Greens Shell Park on Squire Pope or exploring Freedom Park at Mitchelville to learn more about the history of the island and Gullah Culture.  Hilton Head and Daufuskie Islands are  featured in the Netflix series “High on the Hog”, and if customers  have not read Pat Conroy I recommend reading  his novels to continue “being here” when they get home.

    What are your favorite things about living in the Lowcountry? 

    I love being surrounded by water, walking on the bluff, and Dolphin Head park in my neighborhood, along with taking my dog to the beach to run and swim.

    Anything else fun or interesting about you that you’d like to add? 

    I grew up on the water, swimming, sailing, and water skiing daily. I got my first boat at age 6, a wooden row boat with a 3 HP Evinrude and my parents upgraded my boat to a Trihull skiff with a 9.5 HP Johnson Seahorse motor at age ten. For a kid, that boat could move and I’ve been in love with boats ever since.

    Gerard Love
  • Max Struna
  • Name: 

    JC McCune

    Hometown: 

    Elizabeth, PA

    How long have you been a captain? 

    Since 1995

    How long have you been with Outside? 

    10 years

    What type of work did you do before becoming a captain at Outside?

    Waterski and Parasail captain – Food and beverage

    What you like best about the job of being an Outside captain?   

    The variety of trips, every day is a different adventure in lots of different areas.

     

    What are some of your go-to area recommendations for guests asking your advice? 

    Take your time and enjoy the adventure, don’t rush things.

    What are your favorite things about living in the Lowcountry? 

    Changing conditions, water temps vary greatly with the seasons which bring in a variety of migratory wildlife. A lot of our residents enjoy the wildlife, and this appreciation leads to an amazing community lifestyle.

    JC McCune
  • Meet Captain Kathleen McMenamin Vicars

    Name:

    Kathleen McMenamin Vicars

    Hometown:

    Hilton Head, SC

    How long have you been a captain?

    15 Years

    How long have you been with Outside?

    11 Years

    What type of work did you do before becoming a captain at Outside?

    I worked for H2O Sports as the Director of Sea Pines Eco Adventures, running a reptile and amphibian based Nature Center, kayak guide, alligator tour boat captain and trail guide.

    What do you like best about the job of being an Outside captain?

    I love being on the water and sharing the unique beauty and magic of the Lowcountry with others.

    What are some of your go-to area recommendations for guests asking your advice?

    Enjoy nature! Go for a bike ride, walk through the Sea Pines Forest Preserve or out to Wood Ibis Pond on Pickney.

    What are your favorite things about living in the Lowcountry?

    I love the diversity of wildlife and pure natural beauty. Every day I wake up grateful to live in such a beautiful place.

    Anything else fun or interesting about you that you’d like to add?

    I have lived in many different countries and love exploring nature around the world. Although ecosystems and organisms vary widely, I can always find a connection to something in the Lowcountry, which deepens my understanding of the circle of life.

     

    Kat McMenamin Vicars

- Over 6,000 5-star -
Reviews

See why we’re the #1 choice for Hilton Head Adventures! Our guests love the unforgettable experiences we offer and keep coming back year after year, all while making memories that last a lifetime.

  • Kendall Knecht
    Google

    This was my 2nd experience with Outside Hilton Head, both were for bachelorette parties and both absolutely fantastic. The booking process was simple and the directions to checking in at the Marina provided a smooth start to our day. I cannot recommend Captain Pippi enough. She is an incredible human being who is extremely knowledgeable about the area. You guide the conversation but we enjoyed asking her questions and learning more about the wildlife patterns in the area. She took us to 3 different locations where we got to dock jump, enjoy a popular local drink, and find awesome shells. Highly recommend the 5 hour cruise, you won’t be disappointed!

  • Roberto
    Tripadvisor

    We booked a private 7-Hour Ultimate Day for the family. Our Captain Mickey Price, went above and beyond to make sure the entire family had a wonderful experience. Captain Price provided us with the rich history of the area and based upon his expertise, he found Dolphins, Eagles, and numerous other species to provide us with a fun-filled educational and fun experience. We will definitely make this a part of our regular visits to Hilton Head!

  • David Adam Brooks
    Facebook

    We had a group of 9 for a 5 hour Ultimate Day. We did hydro tubing, explored a sand bar and visited Daufuskie Island, and even saw some dolphins along the way. Captain Kathleen was amazing! She was personable and fun and designed the perfect trip for our group. This was our second such trip with outside Hilton Head and doubt it will be our last.

Why Visitors And Locals Choose Outside Hilton Head

  • Deep Local Roots

    Having been part of the Hilton Head community for over 46 years, Outside Hilton Head has been a pioneer in outdoor recreation, shaping the way visitors and locals experience the island’s natural beauty.

  • Personalized Adventures

    From private boat charters to guided kayak tours and custom group experiences, every adventure is designed to fit the interests and needs of each guest. It’s not just about the activity – it’s about creating meaningful, memorable moments.

  • Expert Passionate Guides

    Outside Hilton Head’s team of knowledgeable and friendly guides are not only skilled in their craft, but also deeply connected to the area. They bring the history, ecology and unique charm of the Lowcountry to life with every one of our Hilton Head tours.

  • Commitment to Sustainability

    With a strong focus on environmental education and conservation, we’re dedicated to protecting the natural beauty of the region. Programs such as beach cleanups, eco-tours and educational initiatives help preserve the local ecosystem for future generations.

  • Something for Everyone

    Whether you’re an adventure seeker, a family looking for a fun day on the water or a group wanting a unique team-building experience, there’s an activity for every age and interest. From kayaking and paddleboarding to fishing and dolphin watching, the options are endless.

  • A Legacy of Connection

    More than just excursions, Outside Hilton Head fosters a deeper connection – to nature, to adventure, and to the people you share the experience with. It’s not just about being outside; it’s about what being outside does for you.

Reach
Out Today

Simply put, Outside Hilton Head isn’t just a place to book a tour. It’s where adventure meets purpose, and every experience leaves you with a story to tell. Start your adventure by browsing our services or reaching out to us today.

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