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Savannah historic district home framed by live oaks and Spanish moss

Now Journey Limited Series

Lanterns of the South

Experience the Soul of the American South.

St. Augustine → Savannah → Charleston

  • 9 Days / 8 Nights
  • Maximum 8 Guests
  • From $7,779 per person
  • Tour Captain Hosted
  • DELUXE · LOTUS
9 Days / 8 NightsLeisurely to moderate pace
St. Augustine to CharlestonVia Savannah
Maximum 8 GuestsOne intimate group
Hotel CollectionsDELUXE · LOTUS
Tour CaptainHosted throughout

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

Journey at a Glance

Three Southern Chapters. One Coastal Story.

St. Augustine → Savannah → Charleston
History, live-oak shade and Lowcountry light.

Editorial atlas map of the coastal route from St. Augustine through Savannah to Charleston. South Carolina Georgia Florida Atlantic Coast Sea Islands St. Augustine Coquina & Matanzas Bay Savannah Live Oaks & Squares Charleston Harbor & Lowcountry A hosted route through the Lowcountry

Scroll through citiesSwipe through cities

  1. 01

    St. Augustine

    2 nights · Journey beginsCoquina, Courtyards & Matanzas Bay

    Spanish colonial streets, Moorish Revival details and a lantern-lit waterfront create an atmospheric opening to the Journey.

  2. 02

    Savannah

    3 nightsSquares Beneath the Live Oaks

    Fountains, ironwork, rooftop evenings and streets draped in Spanish moss invite a slower rhythm through the Historic District.

  3. 03

    Charleston

    3 nights · Journey finaleHarbor Light & Lowcountry Tables

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

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

9 Days from St. Augustine to Charleston

The Complete Itinerary

See how the South reveals itself day by day—from coquina walls and Spanish courtyards to Savannah’s live-oak squares and Charleston’s harbor light.

Sunlit coquina walls at Castillo de San Marcos in St. Augustine

Chapter One

Days 1–2 · 2 Nights

St. Augustine

Coquina walls, hidden courtyards and the shimmer of Matanzas Bay open the Journey in America’s oldest city.

Day 1

Welcome to St. Augustine

Your Journey begins in a city where stone lanes meet salt air. An included meet-and-greet transfer brings you into the Historic District and the distinctive Moorish Revival setting of Casa Monica Resort & Spa, or a comparable hotel chosen for character and location.

As the day softens, join your Tour Captain for a first Discovery Walk through lantern-lit courtyards, centuries-old streets and the graceful waterfront along Matanzas Bay. It is an easy introduction to the city—and to the unhurried rhythm of the Journey ahead.

Included Today

  • Meet-and-greet arrival transfer
  • Hotel check-in in the Historic District
  • Tour Captain-led Discovery Walk
  • Journey Welcome Dinner

Meals Included: Dinner

Day 2

St. Augustine & the Gilded Coast

This morning, St. Augustine’s many lives come into view: Spanish stronghold, colonial port and Gilded Age retreat. With local context, explore the coquina ramparts of Castillo de San Marcos, cathedral spaces and the Flagler-era architecture that transformed the city at the turn of the twentieth century.

After the guided experience, the pace becomes your own. Follow Aviles Street toward its galleries, linger over coffee near the plazas or return to the bay as sailboats move through the afternoon light.

Included Today

  • Castillo de San Marcos
  • Flagler-era architecture and local context
  • Cathedral Basilica and historic plazas
  • Aviles Street and the Lightner Museum area

Time to Explore

Choose galleries, the waterfront, a café stop or a slower return through the Historic District. Your Tour Captain is close at hand with thoughtful suggestions.

Meals Included: Breakfast

Typical stay in St. Augustine: Casa Monica Resort & Spa or a thoughtfully selected comparable hotel. See hotel details.

Forsyth Park fountain framed by live oaks in Savannah

Chapter Two

Days 3–5 · 3 Nights

Savannah

Fountains, ironwork and squares draped in live oak invite three days of history, flavor and lingering discovery.

Day 3

Coastal Road to Savannah

Leave St. Augustine behind as the Atlantic coast unfolds through waterways, low marsh and long Southern horizons. By afternoon, Savannah’s Historic District draws near—a city of brick facades, wrought iron and leafy squares made for exploring on foot.

Settle into Perry Lane Hotel or a comparable property, then follow your Tour Captain into the early evening. The first walk threads through residential lanes and moss-draped squares before a hosted dinner inspired by the Southern table.

Included Today

  • Scenic travel to Savannah
  • Hotel check-in in the Historic District
  • Tour Captain-led Discovery Walk
  • Savannah Southern Table dinner

Meals Included: Breakfast, Dinner

Day 4

Savannah, Square by Square

The morning unfolds along Savannah’s elegant grid, where every square seems to hold a different story. Forsyth Park, church spires, shaded residential streets and the cobbled riverfront reveal a city shaped by commerce, faith, ambition and an unmistakable sense of theater.

By afternoon, the city is yours. Browse boutiques, look out from a rooftop, return to a favorite square or pause at Leopold’s for a Savannah ritual of your own.

Included Today

  • Forsyth Park and historic squares
  • River Street and the waterfront
  • Cathedral Basilica of St. John the Baptist
  • Colonial Park Cemetery and Mercer-Williams House area

Time to Explore

Spend the afternoon with galleries, independent dining, a rooftop view or an unhurried walk beneath the live oaks.

Meals Included: Breakfast

Day 5

Savannah at Your Own Pace

Today is deliberately spacious. Sleep a little later, follow an architectural curiosity, seek out coastal scenery or let the morning decide what comes next. Your Tour Captain will help shape the day around the Savannah you most want to know.

Perhaps wander beneath the live oaks of Bonaventure Cemetery, make for the coast at Tybee Island or linger over a long lunch before returning to the city’s gardens and galleries.

May We Suggest?

Consider Bonaventure Cemetery, a Tybee Island coastal excursion, additional museums and galleries, or independent dining at The Olde Pink House or Vic’s on the River.

Meals Included: Breakfast

Typical stay in Savannah: Perry Lane Hotel or a thoughtfully selected comparable property. See hotel details.

Historic homes, palms and harbor light along East Battery in Charleston

Chapter Three

Days 6–9 · 3 Nights

Charleston

Pastel homes, hidden gardens and Lowcountry flavor bring the Journey to a graceful close beside the harbor.

Day 6

Welcome to Charleston

Travel north into the South Carolina Lowcountry, where tidal creeks and broad marshland lead toward Charleston. Settle into The Charleston Place or a comparable hotel in the walkable Historic District, close to the streets and storefronts that give the city its polished, lived-in character.

Later, your Tour Captain leads the first Charleston Discovery Walk. Church steeples rise above the rooftops, garden gates offer fleeting glimpses and the air begins to carry the promise of dinner.

Included Today

  • Scenic travel to Charleston
  • Hotel check-in in the Historic District
  • Tour Captain-led Discovery Walk
  • A Taste of the Lowcountry dinner

Meals Included: Breakfast, Dinner

Day 7

Charleston & the Harbor

Charleston comes into focus through the details: the pastel rhythm of Rainbow Row, palms moving above the Battery, side gardens tucked behind iron gates and harbor views opening at the ends of historic streets.

The guided experience connects architecture, trade, community and the city’s complex history. Later, choose your own Charleston—King Street browsing, a shaded courtyard, independent dining or a walk back toward the water.

Included Today

  • Rainbow Row and the Battery
  • Waterfront Park
  • Historic Charleston Market
  • Hidden alleys, side gardens and historic homes

Time to Explore

The afternoon and evening are open for King Street, the harborfront, galleries or an independent dinner selected with help from your Tour Captain.

Meals Included: Breakfast

Day 8

A Final Day in the Lowcountry

Your last full day is yours to compose. Begin slowly, follow the city’s architecture and galleries or venture beyond the peninsula for gardens and Lowcountry landscapes. The pleasure is in choosing what deserves more time.

As evening approaches, return to the heart of Charleston for the Journey Farewell Dinner—a final table shared after nine days of Southern cities, coastal roads and discoveries made together.

May We Suggest?

Consider Magnolia Plantation & Gardens with its historical interpretation and extensive gardens, King Street shops and galleries, or an additional culinary or museum experience.

Included Today

  • A full day to personalize with your Tour Captain’s guidance
  • Journey Farewell Dinner

Meals Included: Breakfast, Dinner

Day 9

Until We Meet Again

Enjoy breakfast and one last Charleston morning before the Journey concludes. Perhaps there is time for coffee, a final glance down a palm-lined street or the quiet pleasure of knowing you experienced the South at a pace that allowed it to become personal.

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

Meals Included: Breakfast

Typical stay in Charleston: The Charleston Place or a thoughtfully selected comparable hotel. See hotel details.

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.

Hotel Collections

Same extraordinary Journey. Your preferred level of accommodations.

Choose between two thoughtfully curated Hotel Collections. The itinerary, Tour Captain services, sightseeing, transportation and included dining remain exactly the same.

Conceptual refined hotel room inspired by the historic American South
A Sense of the Deluxe Style

Signature Collection

DELUXE

Thoughtfully selected premium properties emphasizing location, service, comfort and a strong sense of place.

Your accommodations

Planned examples include Casa Monica Resort & Spa, Perry Lane Hotel and The Charleston Place, or comparable properties chosen for quality, location and character.

Conceptual spacious Southern hotel suite with a separate sitting area and terrace
The Art of Staying Well

Lotus Collection

LOTUS

A more spacious or preferred accommodation experience through available suites, sitting areas, terraces, balconies, views or premium finishes.

$10,779 per person

Lotus room categories vary by property and departure. Availability is confirmed in your personalized Journey Proposal.

Both collections enjoy the same itinerary, Tour Captain, expert local guides, sightseeing, transportation and included dining.

Collection images are conceptual and do not depict a named hotel. Named hotels below are Deluxe Collection examples; each Journey Proposal confirms the properties and room categories available for your departure.

Destination hotel examples

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.

Historic storefronts along Savannah's cobblestone River Street

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 & prices

Choose your season.

Explore the upcoming limited departures. Prices are in U.S. dollars, per person, based on two guests sharing a room.

2028 departures Now accepting reservations

Traveling solo? The published supplement for a private double room for solo use is $2,800. Lotus solo pricing is confirmed in your personalized proposal.

Pricing note: DELUXE is $7,779 per person and LOTUS is $10,779 per person, based on two guests sharing a room. Room-category availability is confirmed by proposal.

Prefer another date? Tell us what works for you and we will review alternate timing and availability.

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 Stories

The proof is in the way guests talk about it.

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

Plan & prepare

Is this your kind of Journey?

Expect a leisurely to moderate pace, historic streets and guided discovery balanced with independent afternoons and evenings.

Included: 8 hotel nights, breakfasts as listed, selected hosted dinners, the itinerary-listed sightseeing, an arrival meet-and-greet transfer and planned transportation between St. Augustine, Savannah and Charleston. Not included: airfare, transportation from the Journey ending point and optional experiences unless specifically stated.

Walking and activity expectations

Guests should expect guided sightseeing and scenic walking on older sidewalks, brick streets and occasional stairs, with warm Southern weather depending on season. Tell us about mobility needs before deciding whether this Journey is the right fit.

Independent time and optional activities

Most sightseeing occurs during the mornings, leaving many afternoons and evenings open for cafés, rooftops, waterfronts, boutiques, gardens, galleries or independent dining at your own pace. Optional suggestions are not included unless expressly listed.

Group size and Tour Captain hosting

This Limited Series Journey features a maximum of eight guests and is hosted by a Now Journey Tour Captain from beginning to end.

Arrival airport and departure planning

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

Arrival and departure transfers

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

Included dining

Selected hosted dining experiences and hotel breakfasts are included as shown day by day. Not every meal is included; independent dining time is part of the Journey design.

How do the Hotel Collections differ?

Both collections share the same itinerary and included experiences. DELUXE uses the published hotel plan. LOTUS adds available premium room categories, suites, sitting areas, terraces, balconies or preferred views, with room-category availability confirmed by proposal.

Solo travel and pricing

Prices are per person, based on two guests sharing a room. The published supplement for a private double room for solo use is $2,800. Lotus room and solo pricing is confirmed in a personalized proposal.

Booking and payment terms

Our team reviews your preferences, confirms availability and prepares a personalized proposal. Sending an inquiry is not a confirmed booking or reservation hold. Review the existing booking and payment terms before reserving.

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.