Savannah historic district home framed by live oaks and Spanish moss

St. Augustine · Savannah · Charleston

Lanterns of the South

Experience the Soul of the American South.

Journey through St. Augustine, Savannah, and Charleston—three unforgettable cities shaped by architecture, cuisine, history, hospitality, and the unhurried rhythm of the South.

  • 9 Days
  • 8 Nights
  • Maximum 8 Guests
9 Days8 nights
St. Augustine to Charlestonvia Savannah
Maximum 8 GuestsPersonal from beginning to end
Tour Captain-ledHosted throughout
Deluxe HotelsOr comparable properties
From $7,779Per person, double occupancy

Your Journey Ahead

Journey at a Glance

From St. Augustine to Charleston, three storied cities joined by one beautifully paced coastal journey.

Stylized route map from St. Augustine through Savannah to Charleston. South Carolina Georgia Florida Atlantic Coast Sea Islands St. Augustine Savannah Charleston A hosted route through the Lowcountry
  1. 01

    St. Augustine

    2 nights · Journey begins

    Spanish colonial streets, Moorish Revival details and Matanzas Bay create an atmospheric opening to the journey.

  2. 02

    Savannah

    3 nights

    Live oaks, fountains, ironwork and rooftop evenings invite a slower rhythm through the Historic District.

  3. 03

    Charleston

    3 nights · Journey finale

    Steeples, hidden gardens, the Battery and a final Lowcountry table bring the coastal journey to a polished close.

The South reveals itself in streets, stories, meals and conversation.

The South reveals itself gradually: in shaded squares, waterfront streets, hidden gardens, remarkable meals and conversations that continue long after dinner. Lanterns of the South brings together three cities with distinct personalities, experienced through carefully chosen hotels, guided discoveries and time to explore with confidence.

St. Augustine opens with Spanish heritage and Matanzas Bay. Savannah brings fountains, shaded squares and layered storytelling. Charleston closes with Lowcountry culture, architecture and a dining scene shaped by the coast.

The pace is intentionally intimate. Eight guests means one table, one conversation, and the flexibility to move through historic neighborhoods without feeling like a tour group.

St. Augustine2 nights | Casa Monica Resort & Spa or comparable
Savannah3 nights | Perry Lane Hotel or comparable
Charleston3 nights | The Charleston Place or comparable
Travel LogisticsArrive via Jacksonville (JAX) or Northeast Florida Regional Airport (UST); depart from Charleston
Bridge of Lions over Matanzas Bay in St. Augustine
Bridge of Lions and Matanzas Bay, St. Augustine
Forsyth Fountain framed by trees in Savannah
Forsyth Park, Savannah
Pineapple Fountain at Waterfront Park in Charleston
Waterfront Park, Charleston

Designed Differently

Small enough for the details to matter.

This route is planned around cultural context, personal attention and the comfort of moving through three beloved cities with a small, hosted group.

Eight guests, never a crowd

Small enough to move naturally through historic neighborhoods, dine together comfortably and travel with a personal rhythm.

Evenings are part of the journey

Discovery Walks, hosted dinners and thoughtful recommendations help each city reveal a different character after the scheduled touring ends.

Hotels that belong to the destination

Character-rich properties keep guests close to the streets, squares and waterfronts they came to experience.

Guided, never over-scheduled

Expertly planned experiences are balanced with time for personal discovery, slower mornings and independent dining.

Journey by Chapters

Spanish streets. Shaded squares. Lowcountry shores.

The route is simple, but the moods are distinct: Spanish heritage and Matanzas Bay, Savannah's fountains and live oaks, then Charleston's Battery, gardens and culinary scene.

Chapter One

St. Augustine

Stone streets, courtyards, Matanzas Bay and the Moorish Revival character of Casa Monica introduce a city unlike anywhere else in the country.

  • 2 nights
  • Discovery Walk
  • Journey Welcome Dinner

Chapter Two

Savannah

Fountains, shaded squares, rooftop views and streets draped in live oak give Savannah its grace and mystery.

  • 3 nights
  • Perry Lane Hotel or comparable
  • Guided city exploration

Chapter Three

Charleston

Church steeples, side gardens, pastel homes and the waterfront along the Battery create a polished final chapter.

  • 3 nights
  • The Charleston Place or comparable
  • Journey Farewell Dinner

Complete Itinerary

Day by day.

Each day separates included experiences from personal time, so you can see what is planned, what is optional and where your Tour Captain can help shape the day around your interests.

Stone bastion at Castillo de San Marcos in St. Augustine

Chapter One | Days 1-2

St. Augustine

2 nights | Casa Monica Resort & Spa or comparable

St. Augustine opens the journey with more than four centuries of Spanish, colonial, and American history, along with brick lanes, courtyards and the waterfront of Matanzas Bay.

  • Day 1

    Welcome to St. Augustine

    Arrive in St. Augustine and settle near stone streets, courtyards and the waterfront along Matanzas Bay.

    Included Today
    • Included meet-and-greet arrival transfer
    • Check-in at Casa Monica Resort & Spa or a comparable hotel
    • Tour Captain-led Discovery Walk through the Historic District
    • Journey Welcome Dinner
    This Evening

    Your first Discovery Walk introduces courtyards, Spanish colonial architecture and the practical rhythm of the city before dinner.

    Meals Included: Dinner
  • Historic Aviles Street in St. Augustine
    Aviles Street, St. Augustine
  • Day 2

    St. Augustine & the Gilded Coast

    Explore the city's layered story with local context, from Spanish fortifications and cathedral spaces to Flagler-era architecture.

    Today's Adventure
    • Castillo de San Marcos
    • Flagler-era architecture
    • Cathedral Basilica
    • Aviles Street
    • Lightner Museum
    • Historic plazas and courtyards
    Time to Explore

    The afternoon leaves room for galleries, the waterfront, a cafe stop or a slower walk through the Historic District.

    Meals Included: Breakfast
Historic brick buildings along River Street in Savannah

Chapter Two | Days 3-5

Savannah

3 nights | Perry Lane Hotel or comparable

Savannah shifts the mood to fountains, shaded squares, ironwork, rooftop views and streets softened by live oak.

  • Day 3

    Coastal Travel to Savannah

    Travel north along the Atlantic coastline toward Savannah, where the historic district invites a different pace.

    Included Today
    • Scenic travel to Savannah
    • Check-in at Perry Lane Hotel or a comparable property
    • Tour Captain-led Discovery Walk
    • Savannah Southern Table dinner
    This Evening

    Walk through squares, residential lanes and moss-draped streets before gathering for dinner.

    Meals Included: Breakfast, Dinner
  • Day 4

    Savannah Explorer

    A guided city experience brings Savannah's public squares, churches, riverfront and residential streets into focus.

    Today's Adventure
    • Forsyth Park
    • Historic squares
    • River Street
    • Cathedral Basilica of St. John the Baptist
    • Colonial Park Cemetery
    • Mercer-Williams House area
    Time to Explore

    Use the afternoon for boutiques, galleries, a rooftop view, a cafe or a walk back through a favorite square.

    Meals Included: Breakfast
  • Day 5

    Savannah at Leisure

    Your Tour Captain will help you shape the day around your interests, whether that means architecture, gardens, coastal scenery, local food, museums or simply a slower morning in the city.

    At Leisure

    Independent time is intentionally built in so Savannah can be experienced at a personal pace.

    Optional Ideas
    • Bonaventure Cemetery
    • Tybee Island coastal excursion
    • Additional museums, galleries or independent dining
    Meals Included: Breakfast
  • Live oaks and monuments at Bonaventure Cemetery in Savannah
    Bonaventure Cemetery, Savannah
Historic homes and palms along East Battery in Charleston

Chapter Three | Days 6-9

Charleston

3 nights | The Charleston Place or comparable

Charleston closes the route with Lowcountry cuisine, church steeples, hidden gardens, pastel homes and harbor air.

  • Day 6

    Welcome to Charleston

    Continue northward into Charleston and settle into a walkable Historic District setting.

    Included Today
    • Scenic travel to Charleston
    • Check-in at The Charleston Place or a comparable property
    • Tour Captain-led Discovery Walk
    • A Taste of the Lowcountry dinner
    This Evening

    The first Charleston walk introduces the Historic District before dinner.

    Meals Included: Breakfast, Dinner
  • Day 7

    Charleston & the Harbor

    Charleston's architecture and harborfront setting come together through streets, gardens, markets and waterfront landmarks.

    Today's Adventure
    • Rainbow Row
    • The Battery
    • Waterfront Park
    • Historic Charleston Market
    • Hidden alleys and side gardens
    • Church district and historic homes
    Time to Explore

    The afternoon and evening are open for independent dining, King Street browsing or a harborfront walk.

    Meals Included: Breakfast
  • Day 8

    Charleston at Leisure & Journey Farewell

    Your Tour Captain will help you shape the final full day around your interests, whether that means architecture, gardens, museums, local dining, shopping or simply an unhurried morning in the city.

    At Leisure

    Choose a slower morning, architecture, galleries, waterfront time or independent exploring.

    Optional Ideas
    • Magnolia Plantation & Gardens, with historical interpretation and extensive gardens
    • King Street shops and galleries
    • Additional culinary or museum experiences
    This Evening

    Gather for the Journey Farewell Dinner.

    Meals Included: Breakfast, Dinner
  • Garden path at Magnolia Gardens near Charleston
    Magnolia Plantation & Gardens, Charleston
  • Day 9

    Departure from Charleston

    After breakfast, the Journey concludes in Charleston.

    Transfers

    Transportation to the airport at the end of the Journey is not included unless specifically stated. Departure transfers may be arranged by request.

    Meals Included: Breakfast

Signature Experience

The Now Journey Discovery Walk

As the scheduled touring winds down, your Tour Captain invites you to experience the city at a different pace - through hidden streets, quiet squares, viewpoints, cafes, courtyards and the atmosphere that emerges after sunset.

Bull Street in Savannah at night
Bull Street at night, Savannah

St. Augustine, Savannah and Charleston

Discovery Walks appear where listed in the itinerary. They are relaxed, practical and personal, helping you feel oriented and confident without turning every evening into a scheduled tour.

Led by Your Tour Captain

These informal walks are part orientation, part story, and part invitation to notice the details that are easy to miss from a vehicle or a crowded landmark.

Hotels

Stay Somewhere Worth Remembering

Our planned hotels are shown here. If availability requires a change, we select a property of comparable quality, location and character.

Casa Monica Resort and Spa exterior in St. Augustine
Casa Monica Resort & Spa

St. Augustine

Casa Monica Resort & Spa

Rich in architectural character and positioned steps from the city's historic streets, Casa Monica sets the tone from the moment guests arrive.

  • 2 nights with breakfast
  • Historic District location
  • Or comparable quality, location and character
Cathedral Basilica of St. John the Baptist in Savannah Historic District
Around Your Hotel: Savannah Historic District

Savannah

Perry Lane Hotel

An artful Historic District base with easy access to squares, cafes, galleries and rooftop views.

  • 3 nights with breakfast
  • Historic District setting
  • Or comparable quality, location and character
Exterior of The Charleston Place hotel in Charleston
The Charleston Place
Rainbow Row in the Charleston Historic District
Around Your Hotel: Charleston Historic District

Charleston

The Charleston Place

A polished Charleston stay near shopping streets, restaurants, steeples and the walkable Historic District.

  • 3 nights with breakfast
  • Historic District location
  • Or comparable quality, location and character

Dining

The Flavors of the South

Dining on this route reflects coastal influence, Spanish heritage, Savannah restaurant culture, Charleston's culinary scene, hosted dinners and independent discoveries with guidance from your Tour Captain.

Historic Southern dining room

St. Augustine

Spanish influence, coastal ingredients and the first hosted dinner of the journey.

Lowcountry shrimp boil with corn and potatoes

Savannah

Coastal flavors, relaxed restaurant time, rooftop views and a city that rewards an unhurried meal.

Shrimp and grits

Charleston

Lowcountry cooking, exceptional independent dining and a final farewell table.

Culinary imagery reflects regional flavors and atmosphere; specific dishes and restaurants may vary by departure.

What Your Journey Includes

The details that make the Journey feel effortless.

Nine thoughtfully paced days, eight nights in carefully selected hotels, premium transportation, guided cultural experiences, hosted dining and personal Tour Captain support.

Eight hotel nights

Deluxe Collection hotels or comparable properties, with breakfast listed for each stay.

Personal support

Thoughtful Tour Captain attention and practical help throughout the Journey.

Tour Captain leadership

Hosted by a Now Journey Tour Captain from beginning to end.

Guided touring

Historical and cultural touring with expert local English-speaking guides where listed.

Discovery Walks

Tour Captain-led walks in each destination where shown in the itinerary.

Arrival transfer

Included meet-and-greet arrival transfer to begin the Journey.

Scenic travel

Comfortable travel between St. Augustine, Savannah and Charleston. No large buses.

Hosted dining

Selected hosted dinners and premium included beverages where listed.

Hotel taxes

Hotel and city taxes are included.

Luggage handling

Luggage portage through the Journey where confirmed by the operating details.

Included gratuities

Gratuities for included drivers and local guides are included; Tour Captain gratuity is not included.

Transparent planning

No surprise mandatory add-ons. Optional experiences remain optional.

Airfare and transportation to the Journey's starting point and from its ending point are not included unless specifically stated. Departure transfers may be arranged by request.

Dates & Pricing

Limited departures for 2027 and 2028.

Prices are in US dollars and based on two guests sharing a room. Deposit is $1,000 per person. Single occupancy supplement for a private double room for solo use is $2,800.

Special Founder-Led Departure

October 9–17, 2027

Hosted by Now Journey Managing Director Mark Story.

2027 departures Limited to 8 guests
Oct 9–17
$7,779
Special Founder-Led Departure

Hosted by Now Journey Managing Director Mark Story.

Inquire here
2028 departures Now accepting reservations
Prefer another date? Inquire with Now Journey for alternate timing.

Tell us who is traveling and what matters most to you. We'll personally help you review availability, room options and the right departure.

Is This Journey Right for You?

For travelers who value story, food, architecture and time to notice.

Lanterns of the South is best for guests who want cultural depth, beautiful settings, guided support and room for personal discovery.

Right for you if...

  • You prefer an intimate group over a large motorcoach.
  • You enjoy historic cities, architecture, gardens and storytelling.
  • You appreciate distinctive hotels, hosted dining and time to explore independently.
  • You want guided experiences balanced with personal freedom.
  • You are comfortable walking historic districts, including uneven sidewalks, brick streets and occasional stairs.

Not ideal if...

  • You want highly active adventure travel or resort-style beach time.
  • You prefer every hour and every meal tightly scheduled.
  • You dislike walking on uneven surfaces common in older neighborhoods.
  • You want large hotels outside city centers or a budget motorcoach format.
  • You are looking primarily for nightlife rather than culture, dining, history and atmosphere.
Activity level is leisurely to moderate. Most guided touring is typically 45-90 minutes of walking per day, often broken into shorter segments with regular stops.

Guest Perspective

"We love the small group and personal vibe" and the "attention to detail" throughout the trip.
lmf59, Tripadvisor review of Now Journey Small Group Tours

Read Now Journey reviews on Tripadvisor

FAQs

A few practical details.

Helpful details about pace, logistics and planning expectations for Lanterns of the South.

How active is this Journey?

On Lanterns of the South, guests should expect a leisurely to moderate activity level with guided sightseeing, scenic walking, relaxation and leisure time. Walking often includes older sidewalks, brick streets, occasional stairs and warm Southern weather depending on season.

How much leisure time is included?

Most sightseeing occurs during the mornings, leaving many afternoons and evenings open for cafes, rooftops, waterfronts, boutiques, gardens, galleries or independent dining at your own pace.

How many guests travel?

This Limited Series Journey features a maximum of eight guests, allowing for a more personal, relaxed and immersive style of travel.

What airport should I use?

The Journey begins in St. Augustine. The recommended arrival airports are Jacksonville Airport (JAX) or Northeast Florida Regional Airport (UST). The Journey ends in Charleston.

Are transfers included?

An arrival meet-and-greet transfer is included. Transportation to the Journey's starting point and from its ending point is not included unless specifically stated. Departure transfers may be arranged by request.

Are meals included?

Selected hosted dining experiences are included, along with hotel breakfasts. Not every meal is included, and independent dining time is part of the Journey design.

Final Invitation

Ready to Experience the Soul of the American South?

Some journeys are remembered because of what you saw. Others because of how they made you feel. Lanterns of the South has a way of staying with you long after you return home.

Tell us who is traveling and what matters most to you. We'll personally help you review availability, room options and the right departure.