Escape to the sun-drenched beauty of South Florida on this seven-day journey through Miami, Key West, and the Florida Keys. From Miami’s Art Deco flair to the laid-back rhythm of island life, this is a perfectly paced getaway filled with sunshine, scenery, history, and fun. Join us and experience the best of South Florida—one sunset at a time!

Our tropical getaway begins with an early morning flight from Portland to vibrant Miami.

Upon arrival, we’ll check into our hotel in the heart of the city’s lively Brickell district.

After time to settle in, we’ll gather for a welcome dinner at a local favorite—savoring warm breezes, flavorful cuisine, and the first taste of Florida sunshine.

This morning we step back into Miami’s elegant past with a guided visit to Vizcaya Museum & Gardens—an exquisite European-style villa surrounded by lush subtropical gardens and bay front views.

Then we’re off on one of America’s most scenic drives: the Overseas Highway. With water on both sides, we’ll travel across a string of coral islands to enchanting Key West.

After checking in at our waterfront resort, we’ll head to Mallory Square to take part in the island’s world-famous sunset celebration.

Head to Mallory Square to take part in the island’s world-famous sunset celebration.

Tonight, we dine at a lively restaurant on historic Duval Street.

Enjoy a free morning to explore charming Old Town at your own pace with your included hop-on-hop-off trolley pass. Stroll past gingerbread-trimmed houses, visit art galleries, or stop for a slice of Key lime pie.

In the afternoon, we’ll visit the colorful Southernmost Point.

Tour Truman’s Little White House, once a presidential retreat.

This evening, we’ll board a luxury catamaran for a dinner cruise—sailing into the golden light of sunset with music, laughter, and a delicious meal on the water.

Step into maritime history this morning at the Key West Shipwreck Museum, where the stories of daring salvagers come alive.

Tour the Hemingway Home, where the famed author wrote some of his greatest works.

Climb the iconic Key West Lighthouse for sweeping island views.

Tonight’s dinner is a culinary delight at another local favorite, perched above the water at Sunset Pier—an unforgettable setting to toast another beautiful day.

Visit the fascinating Fort East Martello Museum, home to quirky Key West history and the mysterious Robert the Doll.

Journey north along the scenic highway to Key Largo, with a stop for a casual lunch along the way.

Arrive at our bayside hotel in Key Largo.

Dine dockside at Skippers—watching boats drift by as we enjoy fresh seafood and warm tropical breezes.

We begin at Pennekamp Coral Reef State Park, where we’ll board a glass-bottom boat to view the vibrant marine life of America’s first undersea park.

After a waterfront lunch, we’ll venture into the untamed beauty of the Everglades with a visit to the Everglades Alligator Farm.

Venture into the untamed beauty of the Everglades with a visit to the Everglades Alligator Farm—complete with thrilling wildlife encounters.

Later, we return to Miami and enjoy our final dinner together, savoring the memories of an unforgettable week.

Enjoy our final dinner together, savoring the memories of an unforgettable week.

Our final morning begins with a relaxed breakfast and some free time before we head to the colorful Art Deco District of Miami Beach.

At the Art Deco Museum, we’ll learn about the city’s iconic pastel architecture and cultural history.

Enjoy a bit more time to stroll Ocean Drive or pick up souvenirs before we transfer to the airport for our flight home—bringing back stories of sunshine, sea air, and island charm.

Transfer to the airport for our flight home.