Cruises

Refine your search

Destination Date Cruise Line Length Departure Port

Round-trip Repositioning Cruisetour Only

Resident

Senior (55+) Military Airline Employee Civil Service Employee

Your Caribbean - Western Results

Showing 1 - 17 Cruises

Sort By

Sail Date	Cruise Line	Ship	Destination	Departs	Length	Price	You Save	Discounts
50 reviews	Oct 28, 2024	Oceania	Insignia	Caribbean	Montreal	Oranjestad	25 Nights	Bar Harbor \| Boston \| Bridgetown \| Castries \| Corner Brook \| Gustavia \| Halifax \| Hamilton \| Kingstown \| Kralendijk \| Montreal \| New York \| Newport \| Oranjestad \| Quebec City \| Roseau \| Saguenay \| Saint John (bay Of Fundy) \| St. George \| St. George's \| Sydney \| Willemstad	-56% From: $15,398 $6,799 You Save: $8,599 Up To $650 Onboard Credit View Cruise	55%
50 reviews	Dec 12, 2024	Oceania	Insignia	Caribbean	Bridgetown	Miami	10 Nights	Bridgetown \| Castries \| Gustavia \| Kingstown \| Miami \| Puerto Plata \| Roseau \| San Juan \| St. George's \| St. John's	-36% From: $2,799 $1,799 You Save: $1,000 Up To $150 Onboard Credit View Cruise	35%	Onboard Credit!
50 reviews	Dec 22, 2024	Oceania	Insignia	Caribbean	Miami	Miami	14 Nights	Basseterre \| Bridgetown \| Castries \| Kingstown \| Miami \| Oranjestad \| Port Antonio \| Puerto Plata \| San Juan \| Willemstad	-58% From: $9,198 $3,899 You Save: $5,299 Up To $400 Onboard Credit View Cruise	57%	Onboard Credit!
50 reviews	Jan 05, 2025	Oceania	Insignia	World Cruise	Miami	San Diego	180 Nights	Adelaide \| Albany \| Alter Do Chao (amazon River) \| Apia \| Auckland \| Bali (benoa) \| Bangkok \| Bay Of Islands \| Boca Da Valeria (amazon River) \| Bora Bora \| Bridgetown \| Broome \| Buenos Aires \| Burnie (tasmania) \| Busselton \| Cape Town \| Champagne Bay (espiritu Santo) \| Cochin (kochi) \| Colombo \| Durban \| Eden \| Edinburgh \| Esperance \| Fakarava \| Geelong \| Geraldton \| Hilo \| Hong Kong \| Honolulu \| Hue (chan May) \| Ishigaki \| Kagoshima \| Kaohsiung \| Ko Samui \| Komodo \| Kota Kinabalu (borneo) \| Kuala Lumpur (port Klang) \| Lautoka \| Luderitz \| Mahe \| Male \| Manaus (amazon River) \| Manila \| Maputo \| Mayotte \| Melbourne \| Miami \| Montevideo \| Moorea \| Mossel Bay \| Muara \| Mystery Island \| Nagasaki \| Napier \| Nha Trang \| Nosy Be \| Noumea \| Nuku Hiva \| Pago Pago \| Papeete (tahiti) \| Parintins (amazon River) \| Penang \| Perth (fremantle) \| Philipsburg \| Phuket \| Picton \| Port Vila \| Portland \| Punta Del Este \| Raiatea \| Richards Bay \| Rio De Janeiro \| Roseau \| Rotorua (tauranga) \| Saigon (ho Chi Minh City) \| Salvador \|	-51% From: $153,598 $75,299 You Save: $78,299 Up To $5475 Onboard Credit View Cruise	50%
Need Help Planning A Cruise? Our cruise experts can help you: Find the best discounts Hold a cabin for 24 hours for free Receive personalized recommendations Book handicap accessible cabins Call 1-800-627-3753
50 reviews	May 28, 2025	Oceania	Insignia	Tahiti	Auckland	New York (Manhattan)	57 Nights	Apia \| Auckland \| Bay Of Islands \| Bora Bora \| Cabo San Lucas \| Cartagena \| Corinto \| Ensenada \| Fakarava \| George Town \| Hilo \| Honolulu \| Lautoka \| Miami \| Moorea \| Mystery Island \| New York \| Noumea \| Nuku Hiva \| Pago Pago \| Papeete (tahiti) \| Port Canaveral \| Port Vila \| Puerto Quetzal \| Puntarenas \| Raiatea \| San Diego \| Suva \| Zihuatanejo (ixtapa)	-54% From: $34,198 $15,699 You Save: $18,499 Up To $1025 Onboard Credit View Cruise	54%	Onboard Credit!
50 reviews	Jun 16, 2025	Oceania	Insignia	Caribbean	Papeete	New York (Manhattan)	37 Nights	Cabo San Lucas \| Cartagena \| Corinto \| Ensenada \| Fakarava \| George Town \| Hilo \| Honolulu \| Miami \| Moorea \| New York \| Nuku Hiva \| Papeete (tahiti) \| Port Canaveral \| Puerto Quetzal \| Puntarenas \| San Diego \| Zihuatanejo (ixtapa)	-57% From: $21,998 $9,499 You Save: $12,499 Up To $925 Onboard Credit View Cruise	56%
50 reviews	Jul 03, 2025	Oceania	Insignia	Panama Canal	San Diego	New York (Manhattan)	20 Nights	Cabo San Lucas \| Cartagena \| Corinto \| Ensenada \| George Town \| Miami \| New York \| Port Canaveral \| Puerto Quetzal \| Puntarenas \| San Diego \| Zihuatanejo (ixtapa)	-12% From: $5,799 $5,099 You Save: $700 Prepaid Gratuities View Cruise	12%	Prepaid Gratuities
50 reviews	Dec 29, 2025	Oceania	Insignia	Caribbean	Miami	Miami	10 Nights	Belize City \| Costa Maya \| Cozumel \| George Town \| Miami \| Montego Bay \| Roatan	-58% From: $7,198 $2,999 You Save: $4,199 Up To $325 Onboard Credit View Cruise	58%	Onboard Credit!
50 reviews	Jan 08, 2026	Oceania	Insignia	Caribbean	Miami	Miami	7 Nights	Belize City \| Costa Maya \| Cozumel \| Miami \| Roatan	-62% From: $4,998 $1,899 You Save: $3,099 Up To $175 Onboard Credit View Cruise	62%
50 reviews	Jan 08, 2026	Oceania	Insignia	Caribbean	Miami	Bridgetown	19 Nights	Belize City \| Bridgetown \| Castries \| Costa Maya \| Cozumel \| Fort-de-france \| Kingstown \| Miami \| Oranjestad \| Port Of Spain \| Roatan \| Roseau \| St. George's \| Willemstad	-58% From: $12,198 $5,099 You Save: $7,099 Up To $475 Onboard Credit View Cruise	58%	Onboard Credit!
50 reviews	Feb 22, 2026	Oceania	Insignia	Caribbean	Bridgetown	Tampa	9 Nights	Bridgetown \| Costa Maya \| Cozumel \| Montego Bay \| Oranjestad \| Tampa	-64% From: $6,998 $2,499 You Save: $4,499 Up To $250 Onboard Credit View Cruise	64%	Onboard Credit!
50 reviews	Mar 18, 2026	Oceania	Insignia	Caribbean - Western	Tampa	Tampa	7 Nights	Belize City \| Costa Maya \| Cozumel \| Roatan \| Tampa	-61% From: $5,598 $2,199 You Save: $3,399 Up To $200 Onboard Credit View Cruise	60%	Onboard Credit!
50 reviews	Mar 25, 2026	Oceania	Insignia	Panama Canal	Tampa	Panama City	10 Nights	Belize City \| Colon \| Costa Maya \| Cozumel \| Panama Canal Daylight Transit \| Panama City \| Puerto Limon \| Roatan \| Tampa	-63% From: $7,998 $2,999 You Save: $4,999 Up To $325 Onboard Credit View Cruise	62%	Onboard Credit!
50 reviews	Mar 25, 2026	Oceania	Insignia	Panama Canal	Tampa	Miami	20 Nights	Belize City \| Cartagena \| Colon \| Costa Maya \| Cozumel \| George Town \| Miami \| Montego Bay \| Oranjestad \| Panama Canal Daylight Transit \| Panama City \| Puerto Limon \| Roatan \| Tampa \| Willemstad	-55% From: $12,598 $5,699 You Save: $6,899 Up To $625 Onboard Credit View Cruise	54%	Onboard Credit!
50 reviews	Apr 04, 2026	Oceania	Insignia	Caribbean	Panama City	Miami	10 Nights	Cartagena \| George Town \| Miami \| Montego Bay \| Oranjestad \| Panama Canal Daylight Transit \| Panama City \| Willemstad	-63% From: $7,998 $2,999 You Save: $4,999 Up To $325 Onboard Credit View Cruise	62%	Onboard Credit!
50 reviews	Apr 14, 2026	Oceania	Insignia	Caribbean - Western	Miami	Panama City	10 Nights	Belize City \| Colon \| Costa Maya \| Cozumel \| Miami \| Panama Canal Daylight Transit \| Panama City \| Puerto Limon \| Roatan	-63% From: $7,998 $2,999 You Save: $4,999 Up To $325 Onboard Credit View Cruise	62%
50 reviews	Apr 24, 2026	Oceania	Insignia	Caribbean	Panama City	Miami	10 Nights	Cartagena \| Costa Maya \| Cozumel \| Miami \| Panama Canal Daylight Transit \| Panama City \| Puerto Limon \| Roatan	-63% From: $7,998 $2,999 You Save: $4,999 Up To $325 Onboard Credit View Cruise	62%	Onboard Credit!

Sort By

How It Works

Vacationing has never been easier or cheaper with the help of a dedicated travel consultant from AffordableTours.com

1. Free Quote

Find your perfect trip on our website and simply request a free quote. Need to speak to a live person? Call us 7 days a week at 1-800-627-3753. No robots here!

2. Dedicated Travel Consultant

Your personal travel consultant will reach out and be your point of contact for your entire travel experience from start to finish. Did we mention you'll be working with an award winning team? Sweet!

3. Lowest Price Guaranteed

Because we're one of the largest sellers of travel, we're able to give you a discount on your vacation package. No one beats our prices!

4. Stress Free Travel

Knowing you got the best deal, all that's left is for you to pack your bags and enjoy your vacation!

We Are Committed To:

Better Business Bureau

AffordableTours.com is a proud recipient of the Better Business Bureau (BBB) awards 2006-2022 with A+ Rating.

It Pays To Refer! Earn Up To $200!

It's simple: Sign up your friends, family, and anyone to us and when they book you will receive an American Express gift card worth up to $200 in the mail for simply referring.

Cruises

Refine your search

Your Caribbean - Western Results