Amelia Island has long been one of our favorite escapes—and we’re thrilled to return with a holiday that blends laid-back coastal charm with the excitement of a brand-new Caribbean voyage. Enjoy three relaxing nights on Amelia Island before stepping aboard the stunning new Star Princess for an unforgettable Eastern Caribbean cruise. With a superb hotel, curated sightseeing, exceptional dining, and thoughtful touches throughout, this is a journey we expect will sell out quickly—and for good reason.

We begin in Jacksonville, an easy gateway by air or rail, before a short transfer brings us to the storybook setting of Amelia Island. Settle into a perfectly located hotel in downtown Fernandina Beach, just a five-minute stroll from the sand. Spacious suite accommodations, daily breakfast, and amenities like a pool, fitness center, and the inviting Tides Pool Bar & Grill set the tone for a truly relaxing stay. Included are a guided tour of Amelia Island and a fascinating look at historic Fernandina Beach, along with plenty of free time to browse charming shops, enjoy the beach, or perhaps try golf or kayaking.

Dining is, as always, a highlight—from a lively lunch at one of our favorite Cuban spots to a memorable evening at a celebrated seafood restaurant.

Then, after three blissful nights, we make our way to Port Canaveral, where the Star Princess awaits. This remarkable new ship is already turning heads, with striking spaces like “The Dome” and the breathtaking glass-enclosed Piazza known as “The Sphere.” With more than 14 dining venues, an array of stylish lounges and bars, vibrant entertainment, and inviting pools and hot tubs, it’s a floating resort designed to delight. Our itinerary features some of the Caribbean’s most enticing destinations, including the Dominican Republic, the Turks & Caicos, historic San Juan, and the beautiful new Celebration Key in the Bahamas.

With its easy pace, beautiful scenery, and the perfect balance of structure and free time, this is a holiday designed for pure enjoyment. Come join us—it’s exactly the kind of getaway people wish they had booked sooner.

Amelia Island invites curious travelers into a layered past shaped by pirates, colonial powers, and Gilded Age elites. Often called the “Isle of Eight Flags,” it has been governed by eight different nations, leaving behind a tapestry of stories best explored in the streets of Fernandina Beach, where Victorian architecture and old saloons echo with maritime lore. Visitors can wander through the well-preserved Fort Clinch State Park, a 19th-century fort frozen in time, or dig into tales of smugglers and shrimping heritage at local museums—making the island a quietly fascinating destination for those drawn to history with a hint of mystery.

The Star Princess, operated by Princess Cruises, is a striking next-generation cruise ship that blends modern engineering with elegant, resort-style luxury. Launched in 2024 and entering service in 2025, this massive Sphere-class vessel spans over 1,100 feet and accommodates around 4,300 guests, offering expansive spaces designed to connect passengers with the sea through sweeping glass architecture and open-air concepts. At its heart lies a luminous, multi-level Piazza enclosed in glass, while innovative features like a geodesic dome, immersive theater arena, and over 29 dining venues create a vibrant onboard atmosphere. Powered by cleaner liquefied natural gas, the ship reflects a more sustainable approach to cruising, without sacrificing indulgence—guests can unwind in lavish suites, exclusive Sanctuary areas, or the spa, and enjoy world-class entertainment, fine dining, and panoramic ocean views. Whether sailing the Mediterranean, Caribbean, or Alaska, Star Princess is designed to feel like a destination in itself, combining cutting-edge design with the signature comfort and sophistication of the Princess fleet.

Star Princess offers the option of upgrading to the 'Sanctuary Collection', in many ways a ship within a ship offering. . .

The Sanctuary Club is a tranquil adult-only deck with poolside relaxation, specialty cocktails, sun loungers, and wellness classes.

• The Sanctuary Restaurant offers exclusive dining for Sanctuary Collection guests with enhanced menus, no reservations needed, and elevated dining.

• Princess Premier package including unlimited drinks, wines by the glass, craft cocktails, beers, soft drinks, specialty coffees, juices, and bottled water.

• Unlimited specialty restaurant dining

• Unlimited wifi, up to four devices per passenger

• Prepaid tips

• $100 pp shore excursion credit

Guests have the option of purchasing 'Princess Plus' on this cruise for

$490pp, which then includes onboard

• Wifi (one device per guest)

• Drinks (cocktails, wine by the glass, spirits, soda/soft drinks, bottled water, specialty coffees, and juice bar

• Prepaid tips for shipboard staff

• 4 casual dining special restaurant meals per guest

• This represents a good savings over the cost of these items separately and should be reserved at the time of reservation.