Oceania FREE or Reduced Caribbean Flights

There's never been a better time to book a Caribbean Cruises with Oceania Cruises

For a limited time only enjoy FREE airfare on 2026-2027 Caribbean Escapes

Selected airports and sailings applicable

Book now - limited time offer!

Call our expert luxury concierge today and save on your next Oceania cruise!

Showing 13 out of 13 cruises
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Fly Cruise From:
Was £5499pp Now: £3618pp

Caribbean Enchantment

New York | Charlotte Amalie | Tortola | Saint John's | Basseterre | Castries | Saint George's | Willemstad | Oranjestad | Miami

  • 28 Oct 2026
  • 14 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Includes FREE flights for a limited time only!
Fly Cruise From:
Was £5499pp Now: £3618pp
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Holiday ID: 015444
Fly Cruise From:
Was £4029pp Now: £3807pp

Dutchman's Caribbean

Miami | Georgetown | Falmouth | Oranjestad | Willemstad | Saint George's | Bridgetown | Castries | Basseterre | Miami

  • 11 Nov 2026
  • 14 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Includes FREE flights for a limited time only!
Fly Cruise From:
Was £4029pp Now: £3807pp
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Holiday ID: 031726
Fly Cruise From:
Was £5209pp Now: £3353pp

Antillean Island Sojourn

Miami | Charlotte Amalie | Philipsburg | Gustavia | Fort-de-France | Pointe-à-Pitre | Saint John's | Tortola | Miami

  • 25 Nov 2026
  • 12 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Includes FREE flights for a limited time only!
Fly Cruise From:
Was £5209pp Now: £3353pp
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Holiday ID: 031730
Fly Cruise From:
Was £5699pp Now: £3712pp

Caribbean Island Bliss

Miami | Charlotte Amalie | Gustavia | Philipsburg | Frederiksted | Tortola | Miami

  • 02 Dec 2026
  • 10 Nights
  • Allura
  • Caribbean
  • 02 Dec 2026
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Includes FREE flights for a limited time only!
Fly Cruise From:
Was £5699pp Now: £3712pp
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Holiday ID: 031731
Fly Cruise From:
Was £3019pp Now: £2852pp

Tropical Retreats

Miami | Cozumel | Roatán Island | Harvest Caye | Costa Maya | Miami

  • 07 Dec 2026
  • 7 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £3019pp Now: £2852pp
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Holiday ID: 031649
Fly Cruise From:
Was £4979pp Now: £2938pp

Collector's Caribbean

Miami | Charlotte Amalie | Gustavia | Saint John's | Fort-de-France | Basseterre | Philipsburg | Tortola | Miami

  • 10 Dec 2026
  • 12 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Includes FREE flights for a limited time only!
Fly Cruise From:
Was £4979pp Now: £2938pp
View cruise Enquire Enquire
Holiday ID: 015462
Fly Cruise From:
Was £5319pp Now: £3419pp

Sunlit Caribbean Gems

Miami | Charlotte Amalie | Gustavia | Philipsburg | Tortola | Miami

  • 12 Dec 2026
  • 9 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £5319pp Now: £3419pp
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Holiday ID: 031734
Fly Cruise From:
Was £3069pp Now: £2900pp

Tropical Retreats

Miami | Cozumel | Roatán Island | Harvest Caye | Costa Maya | Miami

  • 14 Dec 2026
  • 7 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £3069pp Now: £2900pp
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Holiday ID: 031650
Fly Cruise From:
Was £3519pp Now: £3325pp

Balmy Island Holiday

Miami | Tortola | Charlotte Amalie | Nassau | Miami

  • 21 Dec 2026
  • 7 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £3519pp Now: £3325pp
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Holiday ID: 031741
Fly Cruise From:
Was £3959pp Now: £3741pp

Calypso Sunsets

Miami | Georgetown | Montego Bay | Roatán Island | Harvest Caye | Cozumel | Miami

  • 28 Dec 2026
  • 9 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £3959pp Now: £3741pp
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Holiday ID: 031743
Fly Cruise From:
Was £2229pp Now: £2106pp

Western Caribbean Vistas

Miami | Costa Maya | Belize City | Roatán Island | Cozumel | Miami

  • 25 Jan 2027
  • 7 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £2229pp Now: £2106pp
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Holiday ID: 031655
Fly Cruise From:
Was £4199pp Now: £2789pp

Captivating Island Rhythms

Miami | Charlotte Amalie | Saint John's | Philipsburg | San Juan (Puerto Rico) | Puerto Plata | Great Stirrup Cay | Miami

  • 13 Feb 2027
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Includes FREE flights for a limited time only!
Fly Cruise From:
Was £4199pp Now: £2789pp
View cruise Enquire Enquire
Holiday ID: 031766P
Fly Cruise From:
Was £4049pp Now: £2361pp

Golden Caribbean Strands

Miami | San Juan (Puerto Rico) | Basseterre | Philipsburg | Tortola | Puerto Plata | Great Stirrup Cay | Miami

  • 23 Feb 2027
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Includes FREE flights for a limited time only!
Fly Cruise From:
Was £4049pp Now: £2361pp
View cruise Enquire Enquire
Holiday ID: 031774

Prices are subject to change and availability. Prices may vary depending on the airport selected. Promotions are only applicable to select cabin grades, please call for details.


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Best Workplaces in Travel 2026
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UK Cruise Awards 2026 Partnership Achievement Award
UK Cruise Awards 2026 Partnership Achievement Award
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UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
Travel Weekly Large Cruise Agency of the Year 2023
Travel Weekly Large Cruise Agency of the Year 2023
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