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 3)
21 Nights
Caribbean
Caribbean
Departure Date
27 Oct 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Grand Turk Island, Curaçao, Bonaire, Aruba, Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From £1,329pp
Plus substantial savings from Deluxe Cruises
14 Nights
Caribbean Enchantment
Caribbean Enchantment
Departure Date
28 Oct 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Vista |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Miami, Florida |
| Itinerary |
New York, New York, Charlotte Amalie, Tortola, Saint John's, Basseterre, Saint Kitts, Castries, Saint George's, Willemstad, Oranjestad and Miami, Florida
|
From £2,788pp
Plus substantial savings from Deluxe Cruises
11 Nights
Masterpieces at Sea: Gems of the Leeward Islands
Masterpieces at Sea: Gems of the Leeward Islands
Departure Date
28 Oct 26
| 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), Gustavia, Basseterre, Saint Kitts, Falmouth, Terre-de-Haut, Rodney Bay, Saint George's, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,079pp
Plus substantial savings from Deluxe Cruises
9 Nights
Bermuda, Sint Maarten & British Virgin Islands Cruise: Hamilton, Philipsburg & Road Town
Bermuda, Sint Maarten & British Virgin Islands Cruise: Hamilton, Philipsburg & Road Town
Departure Date
29 Oct 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| 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 £1,229pp
Plus substantial savings from Deluxe Cruises
16 Nights
Caribbean Combination Cruise: New York, Bermuda & Barbados
Caribbean Combination Cruise: New York, Bermuda & Barbados
Departure Date
29 Oct 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| 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), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £3,669pp
Plus substantial savings from Deluxe Cruises
16 Nights
Epic Atlantic Escapade
Epic Atlantic Escapade
Departure Date
30 Oct 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Splendor |
| Region | Caribbean |
| Departure Port | Montréal, Québec |
| Destination Port | Miami, Florida |
| Itinerary |
Montréal, Québec, Quebec City, Québec, Saguenay, Québec, Sydney, Nova Scotia, Halifax, Nova Scotia, Philipsburg, Saint John's, Basseterre, Saint Kitts, Tortola, San Juan (Puerto Rico) and Miami, Florida
|
From £4,708pp
Plus substantial savings from Deluxe Cruises
32 Nights
Rivieras To The Caribbean
Rivieras To The Caribbean
Departure Date
31 Oct 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Tarragona |
| Destination Port | Miami, Florida |
| Itinerary |
Tarragona, Palamós, Sète, Marseille, Savona, La Spezia, Portoferraio, Civitavecchia, Naples, Messina, Valletta, Trapani, Sicily, La Goulette, Cagliari, Cartagena, Valencia, Barcelona, Málaga, Agadir, Arrecife, Lanzarote, San Juan (Puerto Rico) and Miami, Florida
|
From £11,099pp
Plus substantial savings from Deluxe Cruises
12 Nights
Azores
Azores
Departure Date
01 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Anne |
| Region | Western Europe and Caribbean |
| Departure Port | Southampton |
| Destination Port | Southampton |
| Itinerary |
Southampton, Ponta Delgada, Azores, Ponta Delgada, Azores, Funchal, Madeira, Lisbon, Vigo and Southampton
|
From £977pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey into Caribbean Exploration & Island Delights
A Journey into Caribbean Exploration & Island Delights
Departure Date
01 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Tortola, Basseterre, Saint Kitts, Gustavia, Gustavia, Road Bay and Miami, Florida
|
From £3,280pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines
An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines
Departure Date
01 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Tortola, Basseterre, Saint Kitts, Gustavia, Gustavia, Road Bay, Miami, Florida, Providenciales, Puerto Plata, La Romana, Great Harbour, Jost Van Dyke, Gustavia and San Juan (Puerto Rico)
|
From £6,375pp
Plus substantial savings from Deluxe Cruises
10 Nights
Classic Panama Canal Passage
Classic Panama Canal Passage
Departure Date
03 Nov 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fuerte Amador |
| Itinerary |
Fort Lauderdale, Florida, Cozumel, Belize City, Roatán Island, Limon, Colón and Fuerte Amador
|
From £4,495pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan to Fort Lauderdale
San Juan to Fort Lauderdale
Departure Date
04 Nov 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Saint John's, Gustavia, Saint Thomas and Fort Lauderdale, Florida
|
From £2,542pp
Plus substantial savings from Deluxe Cruises