The 2026 season highlights high-touch personalization, such as "Marina Days" where guests can kayak or paddleboard directly from the ship's stern. Onboard, the Caribbean experience is refined through regional farm-to-table dining, featuring fresh snapper and lobster, while shore excursions lean into private access - think guided hikes to Dominica’s thermal pools or helicopter tours over the turquoise reefs of the Bahamas.
Caribbean Itineraries (Page 81)
7 Nights
7-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
Departure Date
04 Mar 28
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Sint Maarten |
| Destination Port | Bridgetown |
| Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Caribbean Yacht Harbors In Depth
14-Day Caribbean Yacht Harbors In Depth
Departure Date
04 Mar 28
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Sint Maarten |
| Destination Port | Sint Maarten |
| Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's, Bridgetown, Rodney Bay, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Best of British Virgin Isles & St. Barths
Best of British Virgin Isles & St. Barths
Departure Date
05 Mar 28
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Sint Eustatius, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Norman Island, Prickly Pear Island, Beef Island, Tortola, Sandy Ground and Philipsburg
|
From £2,788pp
Plus substantial savings from Deluxe Cruises
10 Nights
Maya Culture & Cuisine
Maya Culture & Cuisine
Departure Date
05 Mar 28
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Key West, Florida, Progresso, Harvest Caye, Roatán Island, Georgetown, Grand Cayman, Miami, Florida and Miami, Florida
|
From £4,849pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey across Oceanic Gems & the Unresistible Caribbean Charm
A Journey across Oceanic Gems & the Unresistible Caribbean Charm
Departure Date
05 Mar 28
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Road Bay, Charlotte Amalie, Saint John's, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £2,725pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
05 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia, Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £3,490pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
05 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £2,209pp
Plus substantial savings from Deluxe Cruises
12 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
06 Mar 28
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | New York, New York |
| Itinerary |
New York, New York, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten and New York, New York
|
From £1,439pp
Plus substantial savings from Deluxe Cruises
20 Nights
Transatlantic Crossing And Eastern Caribbean
Transatlantic Crossing And Eastern Caribbean
Departure Date
06 Mar 28
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Southampton |
| Itinerary |
New York, New York, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten, New York, New York and Southampton
|
From £1,399pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Windward Islands, ABC Islands & the Virgin Islands
Star Collector: Windward Islands, ABC Islands & the Virgin Islands
Departure Date
06 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Oranjestad, Willemstad, Kralendijk, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £3,252pp
Plus substantial savings from Deluxe Cruises
21 Nights
Star Collector: Caribbean Collection: ABC, BVI & the Windwards
Star Collector: Caribbean Collection: ABC, BVI & the Windwards
Departure Date
06 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Oranjestad, Willemstad, Kralendijk, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £5,036pp
Plus substantial savings from Deluxe Cruises
7 Nights
Island Trails: Aruba to the Virgin Islands
Island Trails: Aruba to the Virgin Islands
Departure Date
06 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Oranjestad, Willemstad, Kralendijk, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £1,852pp
Plus substantial savings from Deluxe Cruises