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 88)
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
12 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Road Bay, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Gustavia, Philipsburg and Philipsburg
|
From £2,149pp
Plus substantial savings from Deluxe Cruises
9 Nights
Southern Caribbean Cruise: Grenada, Saint Lucia & Martinique
Southern Caribbean Cruise: Grenada, Saint Lucia & Martinique
Departure Date
13 Mar 28
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Saint George's, Castries, Saint Pierre, Roseau, Philipsburg, Road Town, Tortola and Miami, Florida
|
From £2,109pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
13 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico), San Juan (Puerto Rico), Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £3,545pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
13 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £2,194pp
Plus substantial savings from Deluxe Cruises
12 Nights
Bon Bini Aruba
Bon Bini Aruba
Departure Date
14 Mar 28
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Panama City |
| Destination Port | Miami, Florida |
| Itinerary |
Panama City, Cartagena, Oranjestad, Willemstad, Saint George's, Roseau, Charlotte Amalie and Miami, Florida
|
From £6,619pp
Plus substantial savings from Deluxe Cruises
26 Nights
Azure To Iberia
Azure To Iberia
Departure Date
14 Mar 28
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Panama City |
| Destination Port | Lisbon |
| Itinerary |
Panama City, Cartagena, Oranjestad, Willemstad, Saint George's, Roseau, Charlotte Amalie, Miami, Florida, Kings Wharf, Kings Wharf, Ponta Delgada, Azores, Funchal, Madeira, Cádiz and Lisbon
|
From £12,449pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
14 Mar 28
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Dawn |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Sopers Hole, Tortola, Basseterre, Saint Kitts, Saint John's, Gustavia, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,360pp
Plus substantial savings from Deluxe Cruises
10 Nights
Picturesque Isles
Picturesque Isles
Departure Date
15 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, Puerto Plata, San Juan (Puerto Rico), Gustavia, Roseau, Saint John's, Tortola and Miami, Florida
|
From £6,299pp
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the Pearls of the Caribbean
Discover the Pearls of the Caribbean
Departure Date
18 Mar 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg
|
From £10,724pp
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the Yachting Islands of the Caribbean
Discover the Yachting Islands of the Caribbean
Departure Date
18 Mar 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's, Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From £11,354pp
Plus substantial savings from Deluxe Cruises
7 Nights
Grenadines & Windwards yachting
Grenadines & Windwards yachting
Departure Date
18 Mar 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays and Bridgetown
|
From £5,288pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
18 Mar 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda and Philipsburg
|
From £5,337pp
Plus substantial savings from Deluxe Cruises