15 nightsFrom Miami, Florida13 ports of call
15-Day Southern Caribbean in Depth
Seabourn · Seabourn Ovation
Overview
A 15-night voyage aboard Seabourn Ovation, departing Miami, Florida on 20 Nov 2026 and arriving in Philipsburg, Sint Maarten, calling at 13 destinations along the way.
Miami, FloridaSan Juan, Puerto RicoJost Van DykeSt. KittsRoseauBequiaBridgetown, BarbadosRodney BayLittle Bay, MontserratSt John's, AntiguaSt. KittsSpanish Town, Virgin Gorda, BVIPhilipsburg, Sint Maarten
Cabin prices
Live prices per person based on two sharing. Select a grade to see its fare options.
Loading live cabin prices…
Itinerary
15 nights · 16 ports of call- 1
Day 1 ·Miami, FloridaEmbark
20 Nov 2026Depart 16:00Miami is the busiest cruise port in the world, hosting a myriad of ships year-round from all over the globe. Although it is technically not on the Caribbean Sea, no other American city exudes more of the diverse tropical appeal of the Caribbean. The city is home to a large and vibrant immigrant population that blends snowbird refugees from more northern climes with emigres from all Latin America and the Caribbean, as well as sizable groups from Europe, the Middle East and Asia. From the hot-blooded Art Deco haunts of South Beach to the natural wonders of the UNESCO-inscribed Everglades and the laid-back charms of the Keys, South Florida offers a bounty of appealing attractions that make an extended stay in the region nearly mandatory for those either embarking or disembarking here. - 2
Day 2 ·At Sea
21 Nov 2026 - 3
Day 3 ·At Sea
22 Nov 2026 - 4
Day 4 ·San Juan, Puerto Rico
23 Nov 2026Arrive 10:00Depart 18:00Puerto Rico has been voluntarily associated with the United States since it was ceded by Spain in 1898. In 1952, this island country became a self-governing commonwealth territory of the United States. The capital, San Juan, is a teeming city of over 1.5 million. Remnants of colonial architecture stand side by side with the most modern high rises in this city of contrasts. The 7-square-block area, which contains the historic zone of Old San Juan, was once completely encircled by city walls and is still guarded by the impressive forts of El Morro and San Cristobal, which loom over the harbor as reminders of the centuries of Spanish rule. El Yunque rainforest, on the northeastern side of the island, is just one of many distinctive geographical features found here. Mountain lakes, waterfalls, teak forests, and three magnificent phosphorescent bays offer the visitor a variety of diversions. - 5
Day 5 ·Great Harbour, Jost Van Dyke, B.V.I
24 Nov 2026Arrive 08:00Depart 18:00There are approximately 40 British Virgin Islands (the exact number varies from authority to authority), many of which are uninhabited. Some have only a handful of residents. Jost Van Dyke has a small population of its own families: the Turners, Grants, Ringes and Callwoods to name the majority. The desire to continue in the old ways is strong here, and "Jost" looks much as it must have looked 100 or 200 years ago. This archipelago is pristine and traffic light free. Weather permitting, your captain will anchor in this idyllic location and deploy the Marina for a day of play in the sea and sun. - 6
Day 6 ·Carambola Beach, Saint Kitts and Nevis
25 Nov 2026Arrive 08:00Depart 17:00A classic golden arc of sugary sand at South Friar’s Bay, Carambola is home to the island’s most luxurious beach clubs and restaurants. Umbrellas, loungers and optional water sports abound for those so inclined. Otherwise St. Kitts has other attractions, including a number of lovingly preserved plantation great houses, the UNESCO World Heritage Site of Brimstone Hill Fortress and a scenic narrow gauge sugarcane railway. - 7
Day 7 ·Roseau, Dominica
26 Nov 2026Arrive 08:00Depart 17:00The Caribbean’s verdant “Nature Island” has resolved not to succumb to the high-rise hotels and casino culture that predominate on some other islands. The tiny nation is determined to thrive on its natural resources, which are many and attractive. Water is one, and the island does export delicious mineral water throughout the area. There are also thermal springs and a “boiling lake,” as well as lovely waterfalls. Citrus fruits such as grapefruit are another export. The island is the source of Rose’s Lime Juice, a requisite of the perfect gimlet cocktail. Fragrant bay rum, distilled from native trees, is a handmade commodity much prized on the global market. Visit the peaceful Botanical Gardens, or ascend Morne Bruce for a stunning view over the town, the harbor and the sea beyond. - 8
Day 8 ·Bequia, St. Vincent and the Grenadines
27 Nov 2026Arrive 08:00Depart 18:00Bequia’s Admiralty Bay is a favorite yachtsman’s anchorage. They ferry ashore to join the friendly, low-key locals “under the almond tree,” the chosen meeting place. Stroll along the Belmont Walkway to the Gingerbread for homemade nutmeg ice cream, or Frangipani, run by the daughter of a former prime minister. Continue to lovely, golden Princess Margaret Beach, or round the bend to Lower Bay. Don’t miss the excellent craftsmanship at the Sargeant Brothers Model Boat Shop, it’s a Bequia specialty. - 9
Day 9 ·Bridgetown, Barbados
28 Nov 2026Arrive 07:00Depart 21:00Barbados has retained many of the trappings of its British colonial heritage. Judges and barristers wear proper robes and wigs, police don helmets styled after London bobbies and cricket remains a national passion. Barbados also has all the sporting appeal of the rest of the Caribbean, with pristine beaches, powerful surf and crystal clear waters. Brightly colored homes and hibiscus flowers mingle with mahogany trees and English churches dating back to the 17th century. - 10
Day 10 ·Rodney Bay, Saint Lucia
29 Nov 2026Arrive 08:00Depart 18:00This is the island’s yachting center, quieter and less crowded than the main port of Castries. You can visit the island’s “drive-in” volcano at Soufriere, view the iconic peaks of the Pitons or perhaps snorkel at Pigeon Island, one of Jacques Cousteau’s favorite dive spots. - 11
Day 11 ·At Sea
30 Nov 2026 - 12
Day 12 ·Little Bay
1 Dec 2026Arrive 08:00Depart 18:00 - 13
Day 13 ·St. Johns, Antigua and Barbuda
2 Dec 2026Arrive 08:00Depart 21:00Antigua is blessed with an abundance of shining white beaches, and many of these have sprouted top-end resort hotels that engender golf courses and other amenities counted among the best in the Caribbean. A pleasant drive up through farms and tiny villages leads to the commanding fortress on Shirley Heights, from which you can survey the town and the harbor of Nelson’s Dockyard across the island. Once a carenage for British frigates, today it is an enclave of shops and restaurants. - 14
Day 14 ·Carambola Beach, Saint Kitts and Nevis
3 Dec 2026Arrive 08:00Depart 17:00A classic golden arc of sugary sand at South Friar’s Bay, Carambola is home to the island’s most luxurious beach clubs and restaurants. Umbrellas, loungers and optional water sports abound for those so inclined. Otherwise St. Kitts has other attractions, including a number of lovingly preserved plantation great houses, the UNESCO World Heritage Site of Brimstone Hill Fortress and a scenic narrow gauge sugarcane railway. - 15
Day 15 ·Spanish Town, Virgin Gorda, British Virgin Islands
4 Dec 2026Arrive 08:00Depart 18:00Spanish Town on southern Virgin Gorda is the second largest town on the British Virgin Islands. Also known as The Valley, Spanish Town offers numerous shopping possibilities. The heart of the town is its Yacht Harbor marina, with many bareboat sailing activities every day. - 16
Day 16 ·Philipsburg, St MartinDisembark
5 Dec 2026Arrive 07:00Since 2010, Sint Maarten has been a constituent country within the kingdom of The Netherlands. It comprises the “Dutch Side” of the island of Saint-Martin, the other half being a French overseas territory. Philipsburg is its capital and a busy deep-water port city. It is a popular port for cruise ships, and consequently boasts a thriving duty-free shopping community, a range of resorts and villas, and numerous leisure and sightseeing activities, as well as a well-served airport.
Your ship: Seabourn Ovation
Explore Seabourn Ovation's cabins, dining and onboard facilities.