Cumberland Island Private Tours

Interested in a custom itinerary or private tour of Cumberland Island for your group?
On these private tours, YOU decide how you wish to tour the island, but find our recommendations below.

Wild horses. Elegant mansions. Unbridled nature.

On a private tour of Cumberland Island’s South End, hear tales of famous figures who have surprising links to the island as you stroll down palmetto-lined trails past wild horses, haunting ruins, evocative cemeteries, and expansive marshes. Ancient live oak trees, snow-white dunes, and a variety of wildlife provide an enchanting natural backdrop to this island’s deep and fascinating history.

Private Cumberland Island Two-Hour Tour
Molly's Old South Tours group at Carnegies' Dungeness Mansion
Group at Carnegies’ Dungeness Mansion

On this leisurely stroll of Cumberland’s Dungeness Area, learn the tumultuous history of the island, inhabited over the last 500 years by Native Americans, Spanish, British, and Americans, as you travel down palmetto-lined trails past wild horses and expansive marshes.

Here, we explore

  • The Carnegies’ haunting Dungeness Mansion ruins
  • A 200-year-old cemetery where historic figures such as Light Horse Harry Lee are buried
  • Carnegie servants’ buildings such as the beautifully-preserved laundry, and more

Your experienced guide, who will create a fun and interactive atmosphere, will be focused exclusively on you and your group’s comfort and specific interests.

Time

12:30 to 2:30 p.m.

Pricing

$50 per person (minimum $250) for up to 9 people

$40 per person for 10 or more people

Distance

About 1 mile walked with many chances to sit in the shade

This pricing does NOT include ferry tickets or park entrance fee.

For ferry information and pricing, click here.

For park entrance information, click here.

To book or for other itineraries and pricing specific to your group, contact us here or call 904-735-8243.

Private Cumberland Island Half-Day Tour
Molly's Old South Tours group strolling through Cumberland Island's maritime forest
Group strolling through Cumberland Island’s maritime forest

On this tour, we devote the first half of our time to the island’s eventful history and the second half to its breathtaking nature.

First, enjoy a walking tour of Cumberland’s Dungeness Area to learn the tumultuous history of the island, inhabited over the last 500 years by Native Americans, Spanish, British, and Americans, as you travel down palmetto-lined trails past wild horses and expansive marshes.

Here, we explore

  • The Carnegies’ haunting Dungeness Mansion ruins
  • A 200-year-old cemetery where historic figures such as Light Horse Harry Lee are buried
  • Carnegie servants’ buildings such as the beautifully-preserved laundry, and more

Then, we walk beneath a canopy of live oaks through Cumberland’s maritime forest to its pristine white sand beach – the longest stretch of undeveloped beach on the East Coast – where we learn about the island’s fascinating ecology and seine for fish along the shore. We spend about an hour and a half enjoying the beach.

Your experienced guide, who will create a fun and interactive atmosphere, will be focused exclusively on you and your group’s comfort and specific interests.

Times

10:00 a.m. to 2:00 p.m. or

12:30 to 4:30 p.m.

Timings

Dungeness History Tour: 1.5 hours

Beach ecology/seining/free time: 1.5 hours

Walking: ~1 hour

Pricing

$65 per person (minimum $400) for up to 9 people

$55 per person for 10 or more people

Distance

About 2.5 miles walked with many chances to sit in the shade

This pricing does NOT include ferry tickets or park entrance fee.

To book or for other itineraries and pricing specific to your group, contact us here or call 904-735-8243.

Private Cumberland Island All-Day Tour
Molly's Old South tours group seining at Cumberland Island's beach
Group seining at Cumberland Island’s beach

On this tour, we devote the morning to the island’s eventful history and the afternoon to its breathtaking nature.

First, enter the Ice House Museum to look at and touch artifacts from the Native American era through the Gilded Age. Items such as the Carnegies’ china and intricate furniture pieces help evoke their lavish lifestyle.

Then, enjoy a walking tour of of Cumberland’s Dungeness Area where you will discover the tumultuous history of the island, inhabited over the last 500 years by Native Americans, Spanish, British, and Americans, as stroll down palmetto-lined trails past wild horses and expansive marshes.

Here, we explore

  • The Carnegies’ haunting Dungeness Mansion ruins
  • A 200-year-old cemetery where historic figures such as Light Horse Harry Lee are buried
  • Carnegie servants’ buildings such as the beautifully-preserved laundry, and more

Enter the 200-year-old Tabby House, the oldest structure on Cumberland Island, and touch tabby, an early form of concrete, which was used to build a massive early American mansion on the island.

After having lunch in the shadow of the evocative ruins, we hike a beautiful trail beneath a canopy of live oaks through Cumberland’s maritime forest, where we may spot deer, armadillos, and even horses following the same path. We end at the pristine white sand beach – the longest stretch of undeveloped beach on the East Coast – where we learn about the island’s fascinating ecology and seine for fish along the shore.

Your experienced guide, who will create a fun and interactive atmosphere, will be focused exclusively on you and your group’s comfort and specific interests.

There is no better way to fully immerse yourself in this island’s past and present through all of your senses than with this hands-on, personalized tour!

Time

10:00 a.m. to 4:00 p.m.

Timings

Dungeness History Tour: 2.5 hours

Lunch: ~.5 hour

Beach ecology/seining/free time: 1.5 hours

Walking: ~1.5 hour

Pricing

$80 per person (minimum $450) for up to 9 people

$70 per person for 10 or more people

Distance

About 3 miles walked with many chances to sit in the shade

Note: Larger groups have the option of chartering a private ferry to the island to create a more flexible schedule. Learn more here.

This pricing does NOT include ferry tickets or park entrance fee.

For other itineraries and pricing specific to your group, contact us here or call 904-735-8243.

Horse spotting on Cumberland Island's Grand Avenue
Important Notes:
Cumberland Island Walking Tour fee does NOT include the ferry ticket or entrance to Cumberland Island National Seashore.

To book the ferry, click here.

Recommended ferries to book for this tour: 11:45 and 2:45 (when it is running from March through September).

For park entrance fee information, click here.

What to Bring to Cumberland Island:
  • Water
  • Food
  • Sunscreen
  • Good walking/hiking shoes
  • Rain gear
  • Hat
  • Sunglasses
  • Bug spray

There are two restrooms and two water fountains in the Dungeness Area and one at Sea Camp Beach.

Be aware there is NOTHING to purchase once you arrive on the island.
All of your trash is pack in, pack out.

Questions? Contact us here or call 904-735-8243.

Check out our other tours such as our St. Marys Murder, Mayhem, and Martinis Walking Tour or our Fugitives, Fighters, and Fudge: St Marys Walking Tour!