Charleston-Hilton Head-Savannah

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Overview

Charleston-Hilton Head-Savannah
Charleston, SC, USA
Mar 29 - Apr 4, 2026
Senior Cycling image
Senior Cycling
$3,050
Deposit: $1,525

About this trip

 This tour explores the beautiful and unique "low country" coast of South Carolina from Charleston down to Savannah, GA, including Hilton Head island.  We start with two nights in charming Charleston and a ride from our hotel in the heart of its quaint historic district across the modern Arthur Ravenel bridge out to Sullivan's Island and Fort Sumpter and Fort Moultrie National Historical Park. We'll also spend two nights at a beachfront resort on gorgeous Hilton Head Island, and end with cycling tour of and Friday night stay in lovely Savannah, GA.  Oh, and along the way we'll spend a night in alluring Beaufort, SC, where Hollywood movies The Big Chill and The Prince of Tides were filmed.  

What's included

5 days of riding

6 nights' lodging

Meals

13 Meals: 6 Breakfasts, 4 Lunches, 3 Dinners

Area-expert guides

In-ride drinks & snacks

Full support

Van/sag support (mechanical assistance and van ride, if needed)

Route navigation

Free use of Ride With GPS routes providing turn-by-turn directions

Luggage transportation

Admission

to Wormsloe National Historic Site

Post-ride

Daily post-ride informal gathering with light snacks (fruit, cheese, crackers, chips, nuts etc.) and non-alcoholic beverages

What's not included

Airfare

Transport to Tour start

Alcohol with meals

Personal items/services

Guide gratuities

Travel insurance

Bike rental (if needed)

Day 1 - Sunday

Day 1  - Sunday image

Arrival in Charleston

 Arrive in Charleston early in the afternoon, bring your luggage by the hotel and request an early check-in, but plan to leave your luggage and take a walking tour of this charming and eminently walkable downtown filled with brick sidewalks, ivy-covered walls, 18th and 19th century architecture and historical markers everywhere. 

Day 2 - Monday

Day 2 - Monday image

Charleston to Sullivan's Island & Isle of Palms

30 miles. Today we'll ride from our hotel in downtown Charleston across the Arthur Ravenel bridge out to Sullivan's Island and Isle of Palms. We'll have lunch at a waterfront restaurant and then cycle back along the coast, with an optional stop along the way at Sullivan's Island Lighthouse, to visit Ft. Sumter and Fort Moultrie National Historical Park as well as the beaches. 

Day 3 - Tuesday

Day 3 - Tuesday image

Beaufort

After eating breakfast and checking out, we'll van to Beaufort and ride the full 20 miles out and back on the Spanish Moss Trail, then check into our accommodations mid-afternoon: the charming Beaufort Inn. Relax and enjoy the courtyards and verandas of this historic property, or take a walking or horse-drawn carriage tour of the city. 

Day 4 - Wednesday

Day 4 - Wednesday image

Hilton Head Island

After breakfast and check-out, we'll load into our van for the one-hour ride down to the beach on Hilton Head Island. We'll park the rig at our beachfront hotel and set out to explore some of the island's award-winning 64 mile network of public trails (In 2024 the League of American Bicyclists named the town a Gold-level Bicycle Friendly Community.)

Day 5 - Thursday

Day 5 - Thursday image

Play/Rest on Hilton Head beachfront

Optional - 13.5 miles, or more) Start the day with a pedal ON the beach - yes, ON the beach - for 4 miles, then use a walkway to head into the Sea Pines neighborhood and cycle your way to the Harbor Town Pier and Light house, worth a $7.50 tour/ascent for the view. The more adventurous can catch the ferry to car-free Dafuskie Island for further exploring. Returning to the hotel, the rest of the day is yours to enjoy our beachfront resort -- the luxurious Beach House on Hilton Head Island, with its large oceanfront (but heated!) pool, huge stretch of sandy beach, and Tiki hut deck, or venture out to one of myriad possible activities, such as a round of golf, some pickleball, horseback riding, a fishing charter, crabbing cruise, dolphin eco-tour, standup paddleboard or kayak rental, or/and a craft brewery or distillery tour.

Day 6 - Friday

Day 6 - Friday image

Savannah

24 miles. After breakfast and checkout, we'll make the one-hour trip in the van to Savannah, disembarking at Forsyth Park. We'll head east through residential neighborhoods into East Savannah, arriving at the famous Bonaventure Cemetery after just 3.5 miles. We'll enjoy a narrrated tour in an extended golfcart of the sprawling cemetery made famous by the 1994 novel Midnight in the Garden of Good and Evil by John Berendt, and the subsequent movie of the same name directed by Clint Eastwood, then continue cycling south through the Thunderbolt neighborhood and along the Wilmington River. We'll cycle through the campus of Savannah State University before heading further south through neighborhoods along the Herb River, first stopping for an authentic local cuisine lunch at The Wyld, then crossing the river to the Isle of Hope neighborhood and along the cycling along the Skidaway River enroute to the Wormsloe Historic Site, featuring it's famous avenue lined with live oaks over 100 years old. We'll return to downtown Savannah by the same route. Tonight we'll celebrate our week filled with new experiences and new friends at a delicious local restaurant.

Day 7 - Saturday

Day 7 - Saturday image

Return to Charleston and farewell!

 After breakfast and checkout, we'll load into the van for the 2 hour return trip to Charleston, aiming for noontime arrival. We'll go straight to the airport to drop off anyone taking an afternoon flight home, then return those who drove to the tour to downtown to retrieve their cars.

Location

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1. Charleston, SC, USA

Charleston, SC, USA

About your organizer

SC
Senior Cycling
Senior Cycling provides active vacation multi-day bicycling tours, averaging 25-35 miles/day, primarily on Rail-Trails, for folks 50+ in scenic, interesting and fun locations around the United States and Canada

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