14 Night Yachtsmans Caribbean In Depth (Philipsburg To Bridgetown)
Seabourn Ovation
Seabourn Ovation
December 5, 2026
14 Night Yachtsmans Caribbean In Depth

Seabourn Ovation - 12/5/2026

The December 5, 2026 cruise on the Seabourn Ovation departs from Philipsburg, St. Maarten. On this 14 Night Yachtsmans Caribbean In Depth (Philipsburg To Bridgetown) sailing, the ship will visit a total of 10 cruise port destinations, including its departure port. The Seabourn Ovation sets sail on Saturday, Dec 5th and returns on Saturday, Dec 19th.

Cruise Length
14
Night Cruise
Departure Port
Philipsburg
St. Maarten
Port Stops
10
Sea Days
2

Cruise Pricing

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Cruise Itinerary

Itinerary

Seabourn Ovation - December 5, 2026 - 14 Nights

DayDatePort
1Dec 5thPhilipsburg, St. Maarten
2Dec 6thSoper's Hole, Tortola, B.v.i.
3Dec 7thSouth Friars Bay, St. Kitts
4Dec 8thAt Sea
5Dec 9thFort-De-France, Martinique
6Dec 10thPort Elizabeth, Bequia, Grenadines
7Dec 11thSt. George's, Grenada
8Dec 12thBridgetown, Barbados
9Dec 13thAt Sea
10Dec 14thSouth Friars Bay, St. Kitts
11Dec 15thTerre-De-Haut, Iles Des Saintes, Guadeloupe
12Dec 16thFort-De-France, Martinique
13Dec 17thRoseau, Dominica
14Dec 18thRodney Bay, St. Lucia
15Dec 19thBridgetown, Barbados
show more...

The Seabourn Ovation sails on December 5, 2026 for a 14 Night Yachtsmans Caribbean In Depth (Philipsburg To Bridgetown). The ship will depart the port of Philipsburg, St. Maarten at 8:00 PM and will return to the port of Bridgetown, Barbados on Dec 19th at 6:00 AM. During the 15-day journey, the Seabourn Ovation will visit 9 additional ports and will spend 2 days at sea.

Itinerary Safety Score

Based on my comprehensive research of cruise port safety information, including recent crime reports, travel advisories, Global Peace Index rankings, and specific port security concerns, we've created a "safety score" for each cruise port stop. The overall rating below represents a combined score for your specific cruise itinerary.

Itinerary Safety Rank
73 / 100
safer than 73% of all cruises
73
7
/ 10
Philipsburg, St. Maarten
Philipsburg
Philipsburg is generally safe for cruise travelers, but remain vigilant against petty theft in crowded areas and secure personal belongings.
7
/ 10
Soper's Hole, Tortola, B.v.i.
Soper's Hole
Soper's Hole is a generally safe marina, but travelers should stay vigilant and secure belongings due to occasional petty theft.
7
/ 10
South Friars Bay, St. Kitts
South Friars
South Friars Bay is generally safe for cruise travelers, but it's important to stay vigilant, avoid isolated areas, and secure belongings.
7
/ 10
Fort-De-France, Martinique
Fort-De-France
Fort-De-France is generally safe for tourists, but staying vigilant, especially in crowded areas, is essential to avoid petty theft.
8
/ 10
Port Elizabeth, Bequia, Grenadines
Port Elizabeth
Port Elizabeth is generally safe for tourists, but staying vigilant in less populated areas and busy spots is advisable to avoid petty crime.
8
/ 10
St. George's, Grenada
St. George's
St. George's, Grenada, is safe for cruise travelers, but vigilance against petty theft is advised in busy tourist areas.
7
/ 10
Bridgetown, Barbados
Bridgetown
Travelers should stay vigilant in busy areas of Bridgetown, as petty crime and scams can occur, and secure personal belongings.
8
/ 10
Terre-De-Haut, Iles Des Saintes, Guadeloupe
Terre-De-Haut
Terre-De-Haut is a safe destination for travelers, but caution is advised in isolated areas and with personal belongings.
7
/ 10
Roseau, Dominica
Roseau
Roseau is generally safe for cruise travelers, but it's important to stay vigilant in crowded areas and secure your valuables.
7
/ 10
Rodney Bay, St. Lucia
Rodney Bay
Rodney Bay is relatively safe for cruise travelers, but caution is advised in less populated areas due to potential petty theft.

Cruise Ship

Seabourn Ovation

Seabourn Ovation

Seabourn Cruise Line

The Seabourn Ovation was built in 2018 and is among Seabourn's 5 ships in its fleet. The Seabourn Ovation is included in the cruise line's Encore class. In the cruise ship stats below, you'll find the Seabourn Ovation vs all other Seabourn ships.

Cruise Ports

Day1
DEC 52026
Netherlands Antilles
D:8:00 PM

Philipsburg, St. Maarten, offers docking at Philipsburg Port. Travelers explore Front Street and Maho Beach. Excursions include snorkeling at Cupecoy Bay. Local markets sell guavaberry liqueur. The peak season, December to April, brings warm weather for coastal tours. Photography captures plane landings and Caribbean vistas. Dining onboard includes callaloo soup, a St. Maarten favorite. Souvenirs, like Dutch crafts, are sold in ship shops. Briefings cover Arawak history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Philipsburg’s vibrant charm offers a lively stop. Cruise travelers enjoy a mix of bustling markets and scenic beaches, making Philipsburg an engaging destination for exploration. (126 words)

Day2
DEC 62026
British Virgin Islands
A:7:00 AMD:4:00 PM

Soper’s Hole, Tortola, BVI, offers docking at Soper’s Hole Marina. Travelers explore West End’s colorful docks and Smuggler’s Cove. Excursions include snorkeling at Norman Island. Local markets sell painkillers. The peak season, December to April, brings warm weather for coastal tours. Photography captures turquoise bays and Caribbean vistas. Dining onboard includes roti, a BVI favorite. Souvenirs, like shell crafts, are sold in ship shops. Briefings cover pirate history. Light clothing and sun protection suit the tropical climate, while water shoes enhance beach exploration. Soper’s Hole’s island charm offers a vibrant BVI stop. Cruise travelers enjoy a mix of scenic harbors and marine adventures, making Soper’s Hole an engaging destination.

Day3
DEC 72026
St Kitts And Nevis
A:7:00 AMD:4:00 PM

South Friars Bay, St. Kitts, offers docking at Port Zante with tenders to Friars Bay. Travelers explore Caribelle Batik and Frigate Bay Beach. Excursions include snorkeling at Shitten Bay. Local markets sell goat water. The peak season, December to April, brings warm weather for coastal tours. Photography captures sandy beaches and Caribbean vistas. Dining onboard includes conch fritters, a St. Kitts favorite. Souvenirs, like batik crafts, are sold in ship shops. Briefings cover Carib history. Light clothing and sun protection suit the tropical climate, while water shoes enhance beach exploration. South Friars’ island allure offers a vibrant stop. Cruise travelers enjoy a mix of beaches and cultural heritage, making South Friars an engaging destination.

Day4
DEC 82026
At Sea

Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!

Day5
DEC 92026
A:7:00 AMD:5:00 PM

Fort-de-France, Martinique, offers docking at Fort-de-France Port. Travelers explore Fort St. Louis and Balata Gardens. Excursions include snorkeling at Anse Dufour. Local markets sell accras. The peak season, December to April, brings warm weather for coastal tours. Photography captures colonial forts and Caribbean vistas. Dining onboard includes colombo, a Martinican favorite. Souvenirs, like rum crafts, are sold in ship shops. Briefings cover Creole history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Fort-de-France’s cultural charm offers a vibrant Martinican stop. Cruise travelers enjoy a mix of historic forts and scenic gardens, making Fort-de-France an engaging destination for exploration. (126 words)

Day6
DEC 102026
St Vincent And The Grenadines
A:7:00 AMD:4:00 PM

Port Elizabeth, Bequia, Grenadines, offers docking at Port Elizabeth Port. Travelers explore Admiralty Bay and local craft markets. Excursions include snorkeling at Friendship Bay. Local markets sell callaloo. The peak season, December to April, brings warm weather for beach tours. Photography captures colorful waterfronts and Caribbean vistas. Dining onboard includes roti, a Grenadines favorite. Souvenirs, like shell crafts, are sold in ship shops. Briefings cover Bequia’s maritime history. Light clothing and sun protection suit the tropical climate, while water shoes enhance beach exploration. Port Elizabeth’s island charm offers a vibrant Grenadines stop. Cruise travelers enjoy a mix of scenic bays, marine activities, and local culture, making Port Elizabeth an engaging destination for exploring Bequia’s Caribbean allure and heritage.

Day7
DEC 112026
A:7:00 AMD:5:00 PM

St. George’s, Grenada, offers docking at St. George’s Port. Travelers explore Grand Anse Beach and Fort George. Excursions include snorkeling at Moliniere Sculpture Park. Local markets sell oil down. The peak season, December to April, brings warm weather for coastal tours. Photography captures spice markets and Caribbean vistas. Dining onboard includes callaloo soup, a Grenadian favorite. Souvenirs, like nutmeg crafts, are sold in ship shops. Briefings cover Carib history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. St. George’s vibrant charm offers a lively Grenadian stop. Cruise travelers enjoy a mix of scenic beaches and cultural heritage, making St. George’s an engaging destination. (126 words)

Day8
DEC 122026
A:6:00 AMD:8:00 PM

Bridgetown, Barbados, offers docking at Bridgetown Port. Travelers explore Harrison’s Cave and Bathsheba Beach. Excursions include snorkeling at Carlisle Bay. Local markets sell flying fish cutters. The peak season, December to April, brings warm weather for coastal tours. Photography captures limestone caves and Caribbean vistas. Dining onboard includes cou-cou, a Bajan favorite. Souvenirs, like rum crafts, are sold in ship shops. Briefings cover Bajan history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Bridgetown’s vibrant charm offers a lively Barbadian stop. Cruise travelers enjoy a mix of natural wonders and scenic beaches, making Bridgetown an engaging destination for exploration. (126 words)

Day9
DEC 132026
At Sea

Take advantage of the many on board activites during your day at sea. You'll have more than enough to fill your day!

Day10
DEC 142026
St Kitts And Nevis
A:7:00 AMD:4:00 PM

South Friars Bay, St. Kitts, offers docking at Port Zante with tenders to Friars Bay. Travelers explore Caribelle Batik and Frigate Bay Beach. Excursions include snorkeling at Shitten Bay. Local markets sell goat water. The peak season, December to April, brings warm weather for coastal tours. Photography captures sandy beaches and Caribbean vistas. Dining onboard includes conch fritters, a St. Kitts favorite. Souvenirs, like batik crafts, are sold in ship shops. Briefings cover Carib history. Light clothing and sun protection suit the tropical climate, while water shoes enhance beach exploration. South Friars’ island allure offers a vibrant stop. Cruise travelers enjoy a mix of beaches and cultural heritage, making South Friars an engaging destination.

Day11
DEC 152026
A:7:00 AMD:5:00 PM

Terre-de-Haut, Iles des Saintes, Guadeloupe, offers docking at Terre-de-Haut Port. Travelers explore Fort Napoleon and Pain de Sucre Beach. Excursions include snorkeling at Pompierre Bay. Local markets sell tourment d’amour. The peak season, December to April, brings warm weather for coastal tours. Photography captures colorful villages and Caribbean vistas. Dining onboard includes accras, a Guadeloupean favorite. Souvenirs, like shell crafts, are sold in ship shops. Briefings cover Creole history. Light clothing and sun protection suit the tropical climate, while water shoes enhance beach exploration. Terre-de-Haut’s island charm offers a vibrant French stop. Cruise travelers enjoy a mix of historic forts and marine beauty, making Terre-de-Haut an engaging destination.

Day12
DEC 162026
A:7:00 AMD:5:00 PM

Fort-de-France, Martinique, offers docking at Fort-de-France Port. Travelers explore Fort St. Louis and Balata Gardens. Excursions include snorkeling at Anse Dufour. Local markets sell accras. The peak season, December to April, brings warm weather for coastal tours. Photography captures colonial forts and Caribbean vistas. Dining onboard includes colombo, a Martinican favorite. Souvenirs, like rum crafts, are sold in ship shops. Briefings cover Creole history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Fort-de-France’s cultural charm offers a vibrant Martinican stop. Cruise travelers enjoy a mix of historic forts and scenic gardens, making Fort-de-France an engaging destination for exploration. (126 words)

Day13
DEC 172026
A:7:00 AMD:5:00 PM

Roseau, Dominica, offers docking at Roseau Port. Travelers explore Trafalgar Falls and Morne Trois Pitons. Excursions include snorkeling at Champagne Reef. Local markets sell callaloo soup. The peak season, December to April, brings warm weather for coastal tours. Photography captures rainforests and Caribbean vistas. Dining onboard includes mountain chicken, a Dominican favorite. Souvenirs, like basket crafts, are sold in ship shops. Briefings cover Carib history. Light clothing and sun protection suit the tropical climate, while sturdy shoes enhance waterfall hikes. Roseau’s natural charm offers a vibrant Dominican stop. Cruise travelers enjoy a mix of lush rainforests and marine adventures, making Roseau an engaging destination for exploration. (126 words)

Day14
DEC 182026
A:7:00 AMD:5:00 PM

Rodney Bay, St. Lucia, offers docking at Rodney Bay Marina. Travelers explore Pigeon Island’s fort and Reduit Beach. Excursions include snorkeling at Anse Chastanet. Local markets sell callaloo. The peak season, December to April, brings warm weather for beach tours. Photography captures lush hills and Caribbean vistas. Dining onboard includes green fig and saltfish, a St. Lucian favorite. Souvenirs, like cocoa crafts, are sold in ship shops. Briefings cover St. Lucia’s history. Light clothing and sun protection suit the tropical climate, while water shoes enhance beach exploration. Rodney Bay’s island allure offers a vibrant St. Lucian stop. Cruise travelers enjoy a mix of historic forts and marine adventures, making Rodney Bay an engaging Caribbean destination.

Day15
DEC 192026
A:6:00 AM

Bridgetown, Barbados, offers docking at Bridgetown Port. Travelers explore Harrison’s Cave and Bathsheba Beach. Excursions include snorkeling at Carlisle Bay. Local markets sell flying fish cutters. The peak season, December to April, brings warm weather for coastal tours. Photography captures limestone caves and Caribbean vistas. Dining onboard includes cou-cou, a Bajan favorite. Souvenirs, like rum crafts, are sold in ship shops. Briefings cover Bajan history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Bridgetown’s vibrant charm offers a lively Barbadian stop. Cruise travelers enjoy a mix of natural wonders and scenic beaches, making Bridgetown an engaging destination for exploration. (126 words)