overall trip highlights

• Experience the Wonder of Space Exploration – Discover the stories behind America’s space program at Kennedy Space Center, with iconic exhibits like the Saturn V rocket, Space Shuttle Atlantis®, and inspiring astronaut storytelling.
• Relax in a Tropical Paradise – Spend a full day at Discovery Cove swimming with dolphins, snorkeling among colorful marine life, and enjoying a serene, all-inclusive island escape.
• Enjoy the Energy of Disney Springs – Stroll waterfront paths, browse unique shops, and soak in the lively atmosphere of Disney Springs during a relaxed morning in Orlando.
• Step Back in Time in St. Augustine – Wander cobblestone streets, admire Spanish colonial architecture, and soak in the atmosphere of America’s oldest city.
• Discover Savannah with Ease – Explore Savannah’s historic districts aboard the Old Town Trolley, blending storytelling, elegance, and effortless sightseeing.
• Marvel at Architectural Beauty – Stand in awe inside the stunning Cathedral of St. John the Baptist, one of Savannah’s most breathtaking landmarks.
• Soak Up Southern Charm – Stroll through Forsyth Park and City Market, where moss-draped oaks, fountains, live music, and local shops create unforgettable moments.
• Walk Beneath Iconic Live Oaks – Visit Wormsloe Avenue, one of the most photographed and enchanting avenues in the South.
• End on a Magical Note – Celebrate the journey with a memorable horse-drawn carriage ride through Savannah’s softly lit historic streets.

Day One – Orlando Arrival | Where the Journey Begins

Arrive in Orlando, Florida, where sunshine, palm trees, and an easy Southern rhythm welcome you in. You’ll check in to Caribe Royale Orlando, a celebrated all-suite resort consistently recognized for its comfort, service, and style — including AAA Four Diamond status and placement among the top hotels worldwide by TripAdvisor travelers. From the moment you arrive, the setting signals that this journey has been thoughtfully curated.

That evening, we’ll gather at a hand-selected local restaurant for our Welcome Dinner and dessert. Expect standout flavors, an inviting atmosphere, and the kind of meal that lingers — where conversation flows easily and introductions quickly turn into connection. After dinner, enjoy an after-dinner stroll beneath swaying palm trees, soaking in the warm Florida night as the journey truly begins.

Highlights

• Stay at Caribe Royale Orlando, a AAA Four Diamond, award-recognized all-suite resort

• Arrive and meet your BB Gage hosts and fellow travelers

• Dine at a hand-picked restaurant known for memorable food and atmosphere

• Enjoy dessert, conversation, and an evening walk beneath palm trees

Fun Fact
Long before it became a modern travel hub, the Orlando area sat along historic inland routes used by early explorers — making it a fitting place to begin a journey rooted in discovery, culture, and connection.

Day Two – Out of This World | Kennedy Space Center & Polynesian Fire Luau

Today delivers one of the most awe-inspiring and joy-filled experiences of the entire trip. We depart Orlando for the Kennedy Space Center Visitor Complex, the world-famous home of NASA’s history and innovation. Here you’ll step among icons of exploration — from the towering Apollo/Saturn V rocket, which carried astronauts toward the Moon, to the immersive Space Shuttle Atlantis® exhibit that brings human spaceflight to life.

Your visit includes guided insight into how America’s space program evolved — and continues to push boundaries. One of the most meaningful moments of the day is an Astronaut Encounter, where you’ll hear personal stories from someone who has actually been to space — humbling, inspiring, and unforgettable.

This evening, we shift gears completely. Back in Orlando, we gather for the Polynesian Fire Luau, where bold island flavors, rhythmic drums, and mesmerizing fire performances turn dinner into a full-sensory celebration. It’s high-energy, joyful, and the perfect contrast to the wonder of the day — shared laughter, great food, and unforgettable memories.

Highlights

• Explore the Kennedy Space Center and experience NASA’s story up close

• Stand beneath the legendary Saturn V rocket and see the Space Shuttle Atlantis®

• Enjoy an inspiring Astronaut Encounter with firsthand stories from space

• Celebrate the evening with island cuisine, music, and fire performances at the Polynesian Fire Luau

Fun Fact
The Kennedy Space Center is one of the few places on Earth where you can stand exactly where history changed — the launch site of the Apollo Moon missions and the continuing home of NASA’s future space exploration.

Day Three – Float the Day Away | Discovery Cove Oasis

Today is designed to feel unhurried, indulgent, and quietly extraordinary — a day where time loosens its grip and you simply float the day away. At Discovery Cove, the atmosphere is serene and immersive, a tropical retreat created for adults who appreciate beauty, space, and meaningful experiences.

One of the most memorable moments unfolds in the water, during your dolphin experience. In calm, clear lagoons, you’ll spend time alongside these intelligent, intuitive animals in a setting that feels gentle and personal. There is no rush, no spectacle — just presence, connection, and a sense of wonder that stays with you long after the moment passes.

Between experiences, you’re free to drift — literally. Discovery Cove is home to what has been recognized as the best lazy river in the country, a winding waterway that carries you beneath palms, waterfalls, and open sky. Float, linger, repeat. When you’re ready, relax on a shaded day bed, or snorkel among tropical fish and rays moving like living color through crystal-clear water. Thoughtfully prepared meals and refreshments are available throughout the day, allowing you to remain fully immersed in this peaceful rhythm.

As evening arrives, we gather for dinner, sharing stories and laughter — a quiet celebration of a day spent savoring every moment.

Highlights

• Float the day away on Discovery Cove’s award-recognized lazy river

• Enjoy an intimate, guided dolphin experience focused on connection and calm

• Snorkel among tropical fish and rays in clear, tranquil lagoons

• Relax throughout the day on shaded day beds with food and refreshments included

• Come together for an evening dinner, sharing memories from a truly special day

Fun Fact
Discovery Cove’s winding river has been named the Best Lazy River in the U.S., celebrated for its peaceful design, lush scenery, and truly restorative experience — making it the perfect setting for a day devoted to slowing down.

Day Four – Into History | St. Augustine & Timeless Elegance

This morning begins unhurried, with time to enjoy the easy pleasures of Disney Springs — a waterfront stroll, a favorite coffee, a bit of browsing, and the feeling of lingering just a little longer before moving on. It’s a gentle farewell to Orlando and a soft transition into the next chapter of the journey.

By early afternoon, we travel north to St. Augustine, where the pace naturally slows and history takes center stage. As we arrive in the oldest city in the United States, cobblestone streets, Spanish colonial architecture, and centuries-old landmarks create an atmosphere that feels both intimate and storied.

We check in to the Casa Monica Resort & Spa, Autograph Collection, a grand yet inviting hotel inspired by Moorish and Spanish design, perfectly situated in the heart of the historic district. Once settled, the city invites quiet exploration — a walk past old courtyards, the sound of church bells in the distance, and the unmistakable sense of stepping into another time.

This evening, we gather for a group dinner, enjoying locally inspired cuisine as we officially welcome the St. Augustine chapter of our Southern journey — rich in history, romance, and lingering moments.

Highlights

• Enjoy a leisurely morning at Disney Springs with time to wander, sip coffee, and browse

• Travel north to historic St. Augustine as the landscape and rhythm shift

• Stay at the elegant Casa Monica Resort & Spa, located in the heart of the historic district

• Arrive in America’s oldest city, known for its architecture, history, and old-world charm

• Gather for a group dinner featuring local flavors and shared conversation

Fun Fact
St. Augustine was founded in 1565, making it the oldest continuously inhabited European settlement in the United States — a city where history isn’t preserved behind glass, but lived every day.

Day Five – St. Augustine’s Historic Heart | Castles, Courtyards & Stories That Linger

Wake up in the heart of St. Augustine, where history isn’t something you visit — it surrounds you. Today is about walking through centuries of stories, where architecture, faith, ambition, and quiet drama have shaped the oldest city in the nation.

We begin the morning with a guided walking experience through the Historic District, moving at an easy pace as the city reveals itself layer by layer. Spanish colonial roots, Gilded Age grandeur, hidden courtyards, and centuries-old churches appear not as facts on a plaque, but as living stories. Our guide brings the past to life with tales of power, passion, faith, and survival — the kind of storytelling that makes history feel personal.

A defining moment of the day is our visit to the Castillo de San Marcos, the oldest masonry fort in the continental United States. Its massive stone walls and sweeping views speak to endurance and conflict, standing as a powerful reminder of how fiercely this city was once defended. Nearby, we step into the elegance of Flagler College, originally one of Henry Flagler’s grand hotels — a stunning example of the opulence and vision that shaped Florida’s golden era.

The afternoon allows space to wander and discover — antique shops, a historic apothecary, and quiet corners that invite curiosity. There’s no rush, only the pleasure of uncovering beauty tucked into cobblestone streets.

This evening, we gather for dinner at a tucked-away garden restaurant, where wrought iron, soft lighting, and locally inspired dishes create an atmosphere that feels intimate and timeless — the perfect way to end a day steeped in history.

Highlights

• Guided historic walk bringing St. Augustine’s stories vividly to life

• Explore the iconic Castillo de San Marcos, rich with centuries of history

• Visit Flagler College, a masterpiece of Gilded Age architecture

• Discover hidden courtyards, shops, and historic details at an easy pace

• Dine together in a romantic garden setting filled with Southern charm

Fun Fact
The Castillo de San Marcos is built from coquina, a rare shell-based stone that absorbs cannon fire rather than shattering — one of the reasons the fort never fell to enemy attack.

Day Six – Water & Wind | River Breezes and Lighthouse Views

Today, the city opens outward. We trade cobblestones for open water and let the rhythm of the coast guide the day. St. Augustine reveals a different side of itself here — softer, wilder, and shaped by tide and time.

The morning begins aboard a scenic cruise along the Matanzas River, where the city is best understood from the water. Dolphins often surface alongside the boat, seabirds skim the shoreline, and the historic skyline drifts by at an unhurried pace. As we glide past ancient fortifications and quiet islands, stories of explorers, shipwrecks, and coastal life unfold naturally — carried by breeze rather than lecture.

From the water, we turn toward one of St. Augustine’s most beloved landmarks: the St. Augustine Lighthouse. Those who wish can climb to the top, where sweeping views stretch across the Atlantic, the city, and the winding waterways below. For others, the surrounding grounds and maritime museum offer a quieter way to take in the history — equally rich, just at a different pace.

As evening arrives, we gather for dinner at a lively coastal tavern, where fresh seafood, bold flavors, and old-Florida spirit set the mood. It’s a night filled with laughter, salt air, and the simple pleasure of good food shared after a day shaped by water and wind.

Highlights

• Cruise the Matanzas River, watching for dolphins and coastal wildlife

• See St. Augustine from the water, passing historic forts and wild shoreline

• Visit the iconic St. Augustine Lighthouse for panoramic coastal views

• Explore maritime history at an easy, comfortable pace

• Enjoy dinner at a coastal tavern inspired by the flavors of the sea

Fun Fact
The St. Augustine Lighthouse has guided ships safely along Florida’s coast for more than a century — and from its summit, you can see both the Atlantic Ocean and the inland waterways that shaped the city’s history.

Day Seven – Southern Grace | Arrival in Savannah

Today we travel north, leaving the coast behind as the landscape opens into tidal marshes, winding waterways, and stretches of classic Southern countryside. The journey itself becomes a gentle transition — unhurried, reflective, and perfectly suited to the shift in mood.

By afternoon, we arrive in Savannah, a city known for its layered history, architectural beauty, and unmistakable Southern grace. Moss-draped oaks frame historic squares, iron balconies catch the light, and the city’s slower rhythm invites you to pause and take it all in. We settle into our boutique hotel in the heart of the historic district, surrounded by centuries of stories and easy walkability.

This evening, we gather for dinner at one of Savannah’s beloved Southern kitchens, where regional flavors, gracious hospitality, and time-honored recipes offer a true sense of place — a warm welcome into the city’s storied past.

Highlights

• Travel through classic Lowcountry landscapes of marsh, river, and Southern countryside

• Arrive in Savannah, one of America’s most historically preserved and beautifully planned cities

• Stay in a boutique hotel set among moss-draped squares and cobblestone streets

• Enjoy a welcoming dinner celebrating Savannah’s culinary heritage

Fun Fact
Founded in 1733, Savannah is one of America’s earliest planned cities — its elegant grid of historic squares was designed to encourage community, beauty, and walkability, and remains largely unchanged today.

Day Eight – Savannah in Bloom | Squares, Cathedrals & Quiet Wonder

Savannah greets the morning slowly, and we follow its lead. Today is about beauty in motion — strolling oak-lined streets, lingering in historic squares, and letting the city reveal itself one graceful detail at a time. Iron balconies, pastel facades, and centuries-old homes create an atmosphere that feels both intimate and timeless.

We begin with a narrated Old Town Trolley experience, an easy and engaging way to orient yourself while learning Savannah’s layered history. As we move through the city, you’ll pass iconic squares, grand mansions, and hidden corners worth a second glance — with time to step off, explore, and capture the moments that speak to you.

From there, we slow the pace even more in Forsyth Park, Savannah’s most beloved green space. Beneath towering oaks, the famous fountain anchors a setting made for wandering, reflecting, and soaking in the quiet elegance that defines the city.

A highlight of the day is our visit to the Cathedral of St. John the Baptist. Its soaring ceilings, luminous stained glass, and reverent stillness create a powerful sense of awe — a place where beauty and craftsmanship invite you to pause.

After lunch, the afternoon opens for discovery at City Market and nearby boutiques, including the charming Paris Market. It’s a time for wandering, people-watching, and finding small treasures that carry the spirit of Savannah home with you.

Highlights

• See Savannah’s most iconic sights on a narrated Old Town Trolley experience

• Wander historic squares framed by moss-draped oaks and classic architecture

• Visit the breathtaking Cathedral of St. John the Baptist

• Stroll through Forsyth Park and enjoy the city’s most beloved green space

• Explore City Market and curated boutiques for local finds and memorable keepsakes

Fun Fact
Savannah’s historic district is one of the largest National Historic Landmark Districts in the United States — a rare city where preservation and daily life exist side by side.

Day Nine – Signature Savannah | Oaks, Elegance & a Carriage Farewell

Today unfolds gently, allowing Savannah to leave its final, lasting impression. After breakfast, we venture just outside the city to Wormsloe Historic Site, home to one of the most breathtaking entrances in the South. A long avenue of live oaks, draped in Spanish moss, leads the way — a scene so timeless it feels almost unreal.

Here, you’ll have time to walk beneath the canopy, linger in the stillness, and take in the quiet power of a place shaped by centuries of history. It’s a moment made for reflection, photos, and simply standing still in beauty. We return to the hotel afterward, leaving the afternoon open for rest, packing, or one last stroll through the city.

As evening approaches and the light softens, we gather for a horse-drawn carriage ride through Savannah’s historic streets. The rhythmic clip-clop, gaslit squares, and ivy-lined paths create a farewell that feels both elegant and nostalgic — a fitting close to our time in this remarkable city.

Tonight, we come together for our final celebratory dinner, savoring Lowcountry flavors, shared laughter, and heartfelt toasts. It’s an evening that marks not just the end of a journey, but the friendships formed along the way.

Highlights

• Walk beneath the iconic oak-lined avenue at Wormsloe Historic Site

• Enjoy a restful afternoon to unwind or explore at your own pace

• Experience a classic horse-drawn carriage ride through Savannah’s historic district

• Celebrate the journey with a final dinner filled with Southern flavor and connection

Fun Fact
The live oaks lining the entrance to Wormsloe were planted in the late 1800s — their sweeping branches now form one of the most photographed landscapes in the American South.

Day 10: Departure Day – Until We Meet Again

We’ll gather one last time this morning for a farewell breakfast together—sharing hugs, laughs, and promises to keep in touch.

After breakfast, transfers will be arranged to Savannah/Hilton Head International Airport (SAV).