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 2)
21 Nights
Caribbean
Caribbean
Departure Date
15 Oct 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola, Miami, Florida, Grand Turk Island, Curaçao, Bonaire, Aruba and Miami, Florida
|
From £1,481pp
Plus substantial savings from Deluxe Cruises
17 Nights
A Grand Journey of Bright Coastlines & Captivating Havens
A Grand Journey of Bright Coastlines & Captivating Havens
Departure Date
15 Oct 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Quebec City, Québec |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Quebec City, Québec, La Baie, Québec, Sept-Iles, Québec, Sydney, Nova Scotia, Halifax, Nova Scotia, New York, New York, Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg and San Juan (Puerto Rico)
|
From £6,615pp
Plus substantial savings from Deluxe Cruises
26 Nights
Montreal to Fort Lauderdale
Montreal to Fort Lauderdale
Departure Date
16 Oct 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Montréal, Québec |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Montréal, Québec, Quebec City, Québec, Magdalen Islands, Québec, Sydney, Nova Scotia, Halifax, Nova Scotia, Saint-John, New Brunswick, Portland, Maine, Boston, Massachusetts, Newport, Rhode Island, New York, New York, New York, New York, Kings Wharf, Kings Wharf, Santo Domingo, Samaná, San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Saint John's, Gustavia, Saint Thomas and Fort Lauderdale, Florida
|
From £9,756pp
Plus substantial savings from Deluxe Cruises
10 Nights
Pristine islands of the Bahamas & the Panama Canal
Pristine islands of the Bahamas & the Panama Canal
Departure Date
16 Oct 26
| Cruise Line | Scenic Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Scenic Eclipse |
| Region | Caribbean |
| Departure Port | Nassau |
| Destination Port | Panama City |
| Itinerary |
Nassau, Staniel Cay, San Salvador Island, Cabo de la Vela, Cartagena, San Blas Islands, Bocas del Toro, Panama City and Panama City
|
From £8,388pp
Plus substantial savings from Deluxe Cruises
26 Nights
Canada & Caribbean Combination Cruise: Montreal, Quebec & Barbados
Canada & Caribbean Combination Cruise: Montreal, Quebec & Barbados
Departure Date
19 Oct 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | Montréal, Québec |
| Destination Port | Bridgetown |
| Itinerary |
Montréal, Québec, Quebec City, Québec, Saguenay, Québec, Saguenay, Québec, Charlottetown, Prince Edward Island, Sydney, Nova Scotia, Halifax, Nova Scotia, Bar Harbor, Maine, Boston, Massachusetts, Newport, Rhode Island, 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 £6,099pp
Plus substantial savings from Deluxe Cruises
8 Nights
Mind, Body and Spirit Collection: Bermuda Bliss
Mind, Body and Spirit Collection: Bermuda Bliss
Departure Date
20 Oct 26
| 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 and San Juan (Puerto Rico)
|
From £1,280pp
Plus substantial savings from Deluxe Cruises
14 Nights
Panama Canal & Central America
Panama Canal & Central America
Departure Date
20 Oct 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Montego Bay, Colón, Limon, Roatán Island, Belize City, Cozumel and Fort Lauderdale, Florida
|
From £5,395pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey of Maritime Soul & Island Zest
An Extended Journey of Maritime Soul & Island Zest
Departure Date
25 Oct 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg, San Juan (Puerto Rico), Tortola, Basseterre, Saint Kitts, Gustavia, Gustavia, Road Bay and Miami, Florida
|
From £6,110pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Caribbean Adventure & Shimmering Tropical Harmony
A Journey of Caribbean Adventure & Shimmering Tropical Harmony
Departure Date
25 Oct 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg and San Juan (Puerto Rico)
|
From £3,225pp
Plus substantial savings from Deluxe Cruises
19 Nights
Panama Canal & the Americas
Panama Canal & the Americas
Departure Date
25 Oct 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | |
| Ship | Viking Polaris |
| 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 £9,990pp
Plus substantial savings from Deluxe Cruises
9 Nights
New York to San Juan
New York to San Juan
Departure Date
26 Oct 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
New York, New York, New York, New York, Kings Wharf, Kings Wharf, Santo Domingo, Samaná and San Juan (Puerto Rico)
|
From £2,732pp
Plus substantial savings from Deluxe Cruises
9 Nights
Western Caribbean
Western 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 and Miami, Florida
|
From £664pp
Plus substantial savings from Deluxe Cruises