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.

Barbados

Caribbean Itineraries (Page 5)

8 Nights

Bridgetown to New York

Departure Date
17 Sep 26
Cruise Line Crystal
Cruise Type Ocean
Ship Crystal Symphony
Region Caribbean
Departure Port Bridgetown
Destination Port New York, New York
Itinerary
Bridgetown, Castries, Saint John's, Great Harbour, Jost Van Dyke, Samaná, Grand Turk Island and New York, New York

From £3,800pp

Plus substantial savings from Deluxe Cruises

22 Nights

22-Day Wild Labrador Coast & Southern Caribbean

Departure Date
20 Sep 26
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Venture
Region Caribbean
Departure Port Kangerlussuaq Havn
Destination Port Bridgetown
Itinerary
Kangerlussuaq Havn, Reykjavík, Kangerlussuaq Havn, Pangnirtung, Nunavut, Kekerten Island, Nunavut, Lady Franklin Island, Nunavut, Monument Island, Nunavut, Lower Savage Islands, Nunavut, Resolution Island, Qikiqtaaluk, Nachvak Fiord, Newfoundland and Labrador, Ramah Bay, Newfoundland and Labrador, Rose Island, Newfoundland and Labrador, Hebron, Newfoundland and Labrador, Nain, Newfoundland and Labrador, Indian Harbour, Newfoundland and Labrador, Battle Harbor, Newfoundland and Labrador, L'Anse aux Meadows, Newfoundland and Labrador, Halifax, Nova Scotia, South Friars Bay, Montserrat, Rodney Bay and Bridgetown

From £17,298pp

Plus substantial savings from Deluxe Cruises

8 Nights

8-Day Southern Caribbean Yacht Harbors

Departure Date
05 Oct 26
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Venture
Region Caribbean
Departure Port Halifax, Nova Scotia
Destination Port Bridgetown
Itinerary
Halifax, Nova Scotia, South Friars Bay, Montserrat, Rodney Bay and Bridgetown

From £5,199pp

Plus substantial savings from Deluxe Cruises

24 Nights

24-Day Southern Caribbean Yacht Harbors & Coast Of Brazil

Departure Date
05 Oct 26
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Venture
Region Caribbean
Departure Port Halifax, Nova Scotia
Destination Port Rio de Janeiro
Itinerary
Halifax, Nova Scotia, South Friars Bay, Montserrat, Rodney Bay, Bridgetown, Port-of-Spain, Devil's Island, Fortaleza, Natal, Salvador de Bahia, Buzios, Parati and Rio de Janeiro

From £11,599pp

Plus substantial savings from Deluxe Cruises

19 Nights

Star Collector: Fall Leaves & Caribbean Breezes

Departure Date
09 Oct 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Pride
Region Caribbean
Departure Port Montréal, Québec
Destination Port San Juan (Puerto Rico)
Itinerary
Montréal, Québec, Isle of Portland, Quebec City, Québec, Quebec City, Québec, Gaspé, Québec, Cap-aux-Meules, Magdalen Islands, Québec, Sydney, Nova Scotia, Halifax, Nova Scotia, Isle of Portland, Rockland, Maine, Boston, Massachusetts, Hamilton, Hamilton, Saint George, Saint George and San Juan (Puerto Rico)

From £4,360pp

Plus substantial savings from Deluxe Cruises

12 Nights

Eastern 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 and Miami, Florida

From £849pp

Plus substantial savings from Deluxe Cruises

21 Nights

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 £1,629pp

Plus substantial savings from Deluxe Cruises

17 Nights

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

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 £9,810pp

Plus substantial savings from Deluxe Cruises

10 Nights

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 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 £6,039pp

Plus substantial savings from Deluxe Cruises

8 Nights

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 £1,425pp

Plus substantial savings from Deluxe Cruises