Leeward Islands Odyssey - Miami to Miami Cruise

Day 1 - Miami

Arrive: Tue 10 February 2026 / Depart: Tue 10 February 2026 at 17:00

Sunny Florida skies, year-round warmth and sunshine, a buzzing nightlife and a mix of cultures define this cosmopolitan city. Celebrity-drenched South Beach attracts people-watchers and the Art Deco District is the largest collection of Art Deco architecture in the world. Tropical style shopping experience's are readily available from Bal Harbor to Lincoln Road and Coconut Grove. Enjoy authentic Cuban cuisine and culture along Calle Ocho or travel back in time with a visit to the historic Venetian Pool. There is something for everyone in this city dubbed the "Gateway to the America's."

Day 2 - Great Stirrup Cay

Arrive: Wed 11 February 2026 at 07:00 / Depart: Wed 11 February 2026 at 14:00

Nestled in the Bahama’s Berry Island chain is a 250-acre uninhabited paradise waiting for you. Great Stirrup Cay is a private retreat designed specifically for your enjoyment. Walk along the powdery, white sand beaches and feel the warm Bahamian sun on your skin. Get comfortable in a hammock and lose yourself in the sound of swaying palm trees and gentle waves lapping at the shore. Snorkel in crystal-clear water teaming with tropical fish. Explore the Straw Market offering a variety of Bahamian crafts and souvenirs. If you are wanting a little adventure, traverse the island's coast in a kayak or take a paddle boat for a spin. Take a break from your action-packed day and enjoy your favorite cocktail or a complimentary midday beachside BBQ as the ocean breeze blows through your hair.

Day 3 - Cruising the Atlantic Ocean

Day 4 - San Juan

Arrive: Fri 13 February 2026 / Depart: Fri 13 February 2026 at 23:00

Puerto Rico's first inhabitants were the Taino Indians, who encountered Columbus in 1493. The Spanish quickly settled, defending their territory against the Dutch and British. This is evident by the imposing fortresses of Old San Juan, namely the El Morro Castle, dominating the old section of this capital city. In 1897, Spain declared Puerto Rico an autonomous state. Spain later ceded Puerto Rico to the U.S. and residents were granted American citizenship in 1917.

Day 5 - Tortola

Arrive: Sat 14 February 2026 at 08:00 / Depart: Sat 14 February 2026 at 22:00

Spend a glorious day swimming at famed Cane Bay Garden Beach, hiking the island’s rainforest and enjoying a scenic drive around this lush island. Swim with dolphins, go sea kayaking or head over to Virgin Gorda and climb down to the famous Baths for a day of swimming and exploring this natural phenomenon. Take home charming local crafts, straw items, artwork and resort wear. Enjoy local fish dishes or perhaps a pub lunch or burger!

Day 6 - Gustavia, Saint Barthelemy

Arrive: Sun 15 February 2026 at 08:00 / Depart: Sun 15 February 2026 at 23:00

One of the Caribbean’s true gems, St. Barts is where Riviera chic meets Caribbean cool. Day-trippers come from nearby islands for the duty-free shopping, excellent dining and to lounge on the soft, white sands in a secluded palm-fringed cove. Tour Fort Gustav and Fort Carl, historic reminders of Sweden’s short-lived Caribbean possession. Excursions abound, inviting guests to snorkel, sail over the clear blue waters on a catamaran, or horseback ride through shaded jungle trails.

Day 7 - St John's, Antigua

Arrive: Mon 16 February 2026 at 08:00 / Depart: Mon 16 February 2026 at 17:00

Touting 365 beaches, most protected by coral reefs; a ring of forts; and quaint Colonial architecture, Antigua, and particularly St. John’s, is a classic example of the British Caribbean. Sites to see include St. John’s Cathedral, destroyed by earthquakes and rebuilt on the same spot at least three times, the last time in 1845; and the Museum of Antigua & Barbuda, which, in addition to island history, also offers a fascinating exhibition of semiprecious stones. For a stroll in nature, make your way to Nelson’s Dockyard National Park, or the nature trail to Shirley Heights. St. John’s offers several hot spots for nightlife and live music. And be sure to stop at a local restaurant to taste the buttery “flying fish,” unique to this part of the Caribbean.

Day 8 - Castries, St. Lucia

Arrive: Tue 17 February 2026 at 08:00 / Depart: Tue 17 February 2026 at 16:00

Castries is the capital, commercial center and main cruise port of St Lucia. Founded by the French in about 1768, it changed hands in the earlier 1800’s, when the British made the town a major naval port and built fortifications on Morne Fortune, overlooking the harbor. Today, the port offers something for everyone. Bargain hunters can head over to the duty-free shops at Pointe Seraphine; Castries Waterworks Forest Reserve allows visitors a rare glimpse of rain forest flora and fauna; and, for those looking for a fun day trip, a visit to the Grand Pitons or a hike up to Fort Charlotte on Morne Fortune offer beautiful vistas and historical perspective.

Day 9 - Philipsburg, St Maarten

Arrive: Wed 18 February 2026 at 09:00 / Depart: Wed 18 February 2026 at 17:00

St. Maarten is the smallest piece of land shared by two sovereign states. Legend has it that the Dutch and French boundaries of the island were determined by two men who challenged one another in a race around the island, with the Frenchman walking faster and claiming more land. Legend or not, both the Dutch and French settled here in the 1630s and despite occupancy by the British twice, the Dutch and French have lived peacefully together ever since they arrived.

Day 10 - Cruising the Atlantic Ocean

Day 11 - Bahamian Waters Cruising

Day 12 - Miami

Arrive: Sat 21 February 2026 at 07:00 / Depart: Sat 21 February 2026

Sunny Florida skies, year-round warmth and sunshine, a buzzing nightlife and a mix of cultures define this cosmopolitan city. Celebrity-drenched South Beach attracts people-watchers and the Art Deco District is the largest collection of Art Deco architecture in the world. Tropical style shopping experience's are readily available from Bal Harbor to Lincoln Road and Coconut Grove. Enjoy authentic Cuban cuisine and culture along Calle Ocho or travel back in time with a visit to the historic Venetian Pool. There is something for everyone in this city dubbed the "Gateway to the America's."