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 48)
8 Nights
Splendours of the Caribbean
Splendours of the Caribbean
Departure Date
15 Oct 27
| Cruise Line | Scenic Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Scenic Eclipse II |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | Bridgetown |
| Itinerary |
Saint John's, Gustavia, Spanish Town, Virgin Gorda, Little Bay, Saint Pierre, Soufrière, Mayreau Island, Tobago Cays and Bridgetown
|
From £6,575pp
Plus substantial savings from Deluxe Cruises
19 Nights
Panama Canal & the Americas
Panama Canal & the Americas
Departure Date
17 Oct 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | |
| Ship | Viking Octantis |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Valparaiso |
| Itinerary |
New York, New York, San Salvador Island, Inagua, Port Antonio, Fuerte Amador, Callao, Iquique and Valparaiso
|
From £8,990pp
Plus substantial savings from Deluxe Cruises
11 Nights
Pristine Islands of the Caribbean & the Panama Canal
Pristine Islands of the Caribbean & the Panama Canal
Departure Date
20 Oct 27
| Cruise Line | Scenic Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Scenic Eclipse |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Panama City |
| Itinerary |
Bridgetown, Soufrière, Port Elizabeth, Bequia, Mayreau Island, Tobago Cays, Willemstad, Cabo de la Vela, Cartagena, San Blas Islands, Panama City and Panama City
|
From £9,315pp
Plus substantial savings from Deluxe Cruises
17 Nights
Star Collector: Bermuda & Caribbean Island Explorer
Star Collector: Bermuda & Caribbean Island Explorer
Departure Date
22 Oct 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Boston, Massachusetts |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Boston, Massachusetts, Hamilton, Hamilton, Saint George, Saint George, Gustavia, San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,397pp
Plus substantial savings from Deluxe Cruises
10 Nights
Bermuda Bliss
Bermuda Bliss
Departure Date
22 Oct 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Boston, Massachusetts |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Boston, Massachusetts, Hamilton, Hamilton, Saint George, Saint George, Gustavia and San Juan (Puerto Rico)
|
From £2,191pp
Plus substantial savings from Deluxe Cruises
9 Nights
Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan
Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan
Departure Date
28 Oct 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
New York, New York, Hamilton, Hamilton, Hamilton, Philipsburg, Road Town, Tortola and San Juan (Puerto Rico)
|
From £1,359pp
Plus substantial savings from Deluxe Cruises
17 Nights
Bermuda & Eastern Caribbean Cruise: Sint Maarten, Antigua & Tobago
Bermuda & Eastern Caribbean Cruise: Sint Maarten, Antigua & Tobago
Departure Date
28 Oct 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Bridgetown |
| Itinerary |
New York, New York, Hamilton, Hamilton, Hamilton, Philipsburg, Road Town, Tortola, San Juan (Puerto Rico), Charlotte Amalie, Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £3,029pp
Plus substantial savings from Deluxe Cruises
24 Nights
Bermuda & Eastern Caribbean Cruise: Tortola, Barbados & Saint Kitts
Bermuda & Eastern Caribbean Cruise: Tortola, Barbados & Saint Kitts
Departure Date
28 Oct 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
New York, New York, Hamilton, Hamilton, Hamilton, Philipsburg, Road Town, Tortola, San Juan (Puerto Rico), Charlotte Amalie, Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Road Town, Tortola and San Juan (Puerto Rico)
|
From £4,379pp
Plus substantial savings from Deluxe Cruises
20 Nights
Spain And Eastern Caribbean
Spain And Eastern Caribbean
Departure Date
29 Oct 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Barcelona |
| Destination Port | Bridgetown |
| Itinerary |
Barcelona, Cádiz, Lanzarote, Santa Cruz de Tenerife, Miami, Florida, Saint Thomas, Saint Kitts, Saint George's and Bridgetown
|
From £1,889pp
Plus substantial savings from Deluxe Cruises
27 Nights
Spain And Eastern Caribbean
Spain And Eastern Caribbean
Departure Date
29 Oct 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Barcelona |
| Destination Port | Miami, Florida |
| Itinerary |
Barcelona, Cádiz, Lanzarote, Santa Cruz de Tenerife, Miami, Florida, Saint Thomas, Saint Kitts, Saint George's, Bridgetown, Castries, Sint Maarten, Tortola and Miami, Florida
|
From £2,849pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
01 Nov 27
| 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, 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 £3,327pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
01 Nov 27
| 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,072pp
Plus substantial savings from Deluxe Cruises