Destination
Western Caribbean
Mexico, Belize, reefs, and Gulf departures
From $269 per person · 34 itineraries in our live inventory · (99 sailings)
Week-long Western Caribbean cruises pair Mayan ruins, reef snorkeling, and beach days — often at strong prices from Texas and Florida Gulf ports. Compare fares by week; the same route can swing hundreds by sail date.
Western Caribbean sailings
34 itineraries match — showing 8 starting at the lowest fares.
Margaritaville at Sea
5-Night Key West & Mexico
- Port of Palm Beach
- Margaritaville Paradise
- 5 nights
- Oct 30, 2027
Port of Palm Beach (3 ports)
From$269pp$54 / night (avg)
3 cabins available: Suite, Inside, Outside
Margaritaville at Sea
5-Night Key West And Cozumel
- Cadiz Seville, Spain
- Margaritaville Islander
- 5 nights
- 14 sail dates
Port Tampa Bay (3 ports)
Sail dates(14)
- May 23, 2026from $299
- Jun 6, 2026from $399
- Jun 20, 2026from $399
- Jul 18, 2026from $449
- Aug 1, 2026from $449
- Nov 25, 2026from $549
+ 8 more dates on this itinerary
From$299pp$60 / night (avg)
1 cabin available: Inside
Margaritaville at Sea
4-Night Cozumel Express
- Cadiz Seville, Spain
- Margaritaville Islander
- 4 nights
- 28 sail dates
Port Tampa Bay (2 ports)
Sail dates(28)
- May 28, 2026from $399
- Jun 11, 2026from $379
- Jun 25, 2026from $379
- Jun 29, 2026from $399
- Jul 9, 2026from $379
- Jul 23, 2026from $399
+ 22 more dates on this itinerary
From$299pp$75 / night (avg)
4 cabins available: Suite, Inside, Balcony, Outside
Margaritaville at Sea
5-Night Mexico Duo
- Cadiz Seville, Spain
- Margaritaville Islander
- 5 nights
- 19 sail dates
Port Tampa Bay (3 ports)
Sail dates(19)
- Jun 1, 2026from $399
- Jul 13, 2026from $449
- Aug 10, 2026from $449
- Nov 20, 2026from $379
- Jan 16, 2027from $499
- Mar 13, 2027from $429
+ 13 more dates on this itinerary
From$319pp$64 / night (avg)
4 cabins available: Suite, Inside, Balcony, Outside
Margaritaville at Sea
5-Night Mexico Duo
- Cadiz Seville, Spain
- Margaritaville Islander
- 5 nights
- 8 sail dates
Port Tampa Bay (3 ports)
Sail dates(8)
- Jun 15, 2026from $449
- Jul 27, 2026from $399
- Nov 30, 2026from $379
- Dec 28, 2026from $649
- Jun 14, 2027from $519
- Nov 13, 2027from $399
+ 2 more dates on this itinerary
From$379pp$76 / night (avg)
4 cabins available: Suite, Inside, Balcony, Outside
Margaritaville at Sea
7-Night Key West & Mexico
- Cadiz Seville, Spain
- Margaritaville Islander
- 7 nights
- Feb 20, 2027
Port Tampa Bay (4 ports)
From$599pp$86 / night (avg)
4 cabins available: Suite, Inside, Balcony, Outside
Margaritaville at Sea
6-Night New Orleans & Mexico
- Cadiz Seville, Spain
- Margaritaville Islander
- 6 nights
- Mar 5, 2028
Port Tampa Bay (3 ports)
From$669pp$112 / night (avg)
4 cabins available: Suite, Inside, Balcony, Outside
Margaritaville at Sea
8-Night Mardi Gras Overnight & Mexico
- Cadiz Seville, Spain
- Margaritaville Islander
- 8 nights
- Feb 7, 2027
Port Tampa Bay (4 ports)
From$1069pp$134 / night (avg)
4 cabins available: Suite, Inside, Balcony, Outside
Best time to cruise the Western Caribbean
December through April delivers the driest, calmest port days — and the highest fares, especially around Christmas and spring break. Late April through early June is a common shoulder: good weather, fewer families than peak, and softer pricing before summer heat and rain build.
July and August suit families on summer break despite humidity. September through mid-November is the bargain window with the most rain and hurricane risk (official season June 1 through November 30). Lines reroute around storms; port substitutions are possible on fall sailings.
What you'll find
- One week can touch Mexico, Belize, Honduras, and Jamaica or Cayman
- Mesoamerican Reef snorkeling plus Mayan ruin excursions on port days
- Sail from Galveston, Tampa, or Miami and skip South Florida airfare
- Excursion-heavy: cave tubing, zip lines, Stingray City, Dunn's River
- Strong family value on big ships from Gulf and Florida homeports