We're here to help
    Book online or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    concierge@greetwell.com(650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Outside

    Outside

    4.8 • 269 reviews
    Hilton Head Island, SC

    Outside Hilton Head has been sharing the magic of the Lowcountry for more than four decades. Seasoned captains and naturalist guides transform every outing—whether a quiet paddle through hidden creeks, a dolphin-filled sunset crui...

    Report an issue

    Book Outside

    Addon image

    Your Own Private Boat & Captain for the Day

    Customize a private boat outing with a licensed captain

    From$803
    Addon image

    Palmetto Bluff Private Kayak Tours with ACA Pros

    Tailor your paddle with American Canoe Association instructors for skills that match your goals

    From$312
    Addon image

    Guided 2Hr May River Kayak & Wildlife Paddle

    Paddle local creeks with a naturalist guide on a relaxed 2-hour outing

    From$90
    Addon image

    Savannah Port Boat Tour from Hilton Head

    Experience Savannah’s working port from the water with guided insights

    From$76person
    Addon image

    Private Inshore Fishing Charter in Hilton Head

    Fish Lowcountry waters for redfish with USCG-licensed captains; boat, bait, and tackle included

    From$668
    Addon image

    Hilton Head Private SUP Tours & Lessons

    Tailored SUP sessions and tours to match your style and goals

    From$331
    Addon image

    Naturalist-Guided SUP Tour of Salt Marsh

    Paddle the coastal salt marsh with a naturalist guide for a unique perspective

    From$61person
    Addon image

    Kid-Friendly Paddleboard Lesson on Hilton Head

    Learn SUP basics together, ideal for families with young children

    From$53person
    Addon image

    Hilton Head Private Kayak Tour with ACA Guide

    Customize a 2-hour paddle with American Canoe Association instructors tailored to your group

    From$252
    Addon image

    Catch Fish in Pedal Kayaks with Naturalist Guides

    Fish with experienced naturalist guides in pedal-drive kayaks; small groups timed for optimal tides

    $151.69person
    Addon image

    Hilton Head Kayak Tour: Tidal Creek Exploration

    Explore tidal creeks with a naturalist at a relaxed, family-friendly pace

    From$50
    Addon image

    Private Boat Charter & Tour in Hilton Head Island

    Customize a boat-based Lowcountry adventure with your choice of destinations and activities

    From$893
    Addon image

    Salt Marsh Kayaking with Captain Stories & Boat

    Explore salt marshes by boat and a 90-minute kayak with stories from your captain

    From$151person
    Addon image

    Hilton Head Beachcombing & Dolphin Cruise

    Explore a vanishing island, collect shells, and spot dolphins on a tide-timed cruise

    From$84person
    Addon image

    Hilton Head Dolphin Eco Tour on Broad Creek

    Spot bottlenose dolphins and Lowcountry wildlife with an interpretive naturalist captain

    From$50person
    Addon image

    Private Boat Day with Skiing & Tubing for Families

    Customize a private boat day with tubing, waterskiing, wakeboarding, and instruction for all ages

    From$612boat
    Addon image

    Daufuskie Island History & Artisans Tour

    Explore undeveloped Daufuskie Island, discover Gullah heritage and connect with local artisans.

    From$151person
    Addon image

    Stand Up Paddleboarding Lesson in Hilton Head

    Learn paddle strokes and safety basics with a certified instructor on Hilton Head waters

    $53.42person
    Addon image

    3-Hour Private Fishing Charter in Hilton Head

    Enjoy a private 3-hour catch-and-release outing tailored for families and beginners

    From$556

    Review summary

    4.8
    Excellent
    269 reviews•Google Maps

    This operation stands out for its exceptional guides who truly know their stuff. Travelers consistently praise captains like Pete, Kelly, Dan, and Dean for their deep knowledge of local history, marine life, and the Gullah community. The guides don't just drive boats or lead tours—they actively search for dolphins, share fascinating facts about the marshland ecosystem, and make every outing feel personalized and engaging. The variety of experiences impresses visitors too. You can choose from dolphin tours, kayaking excursions through the marsh, eBike adventures, or historic trips to Daufuskie Island. Reviewers mention spotting tons of dolphins up close, catching gorgeous sunsets, and learning about everything from feeding behaviors to local flora and fauna. Multiple families with young children had wonderful experiences, with guides like CT providing appropriately sized equipment and keeping kids entertained. What really shines through is how genuinely friendly and caring these guides are—people specifically request them by name and remember their tours as trip highlights.

    What people are saying

    Review 1 of 5
    5/5

    Mira did a great job with our tour. Great pace for everyone on the tour. Very informative on area, history and nature. Saw lots of wildlife including dolphins, furry brown mammal and lots of bird species.

    Photo of Winsome Lenfert

    Winsome Lenfert

    April 2, 2026

    Review 1 of 1
    5/5

    Mira did a great job with our tour. Great pace for everyone on the tour. Very informative on area, history and nature. Saw lots of wildlife including dolphins, furry brown mammal and lots of bird species.

    Photo of Winsome Lenfert

    Winsome Lenfert

    April 2, 2026