Memorial Day Weekend Caribbean Escapes

Kick Off Summer with Sun, Sand & Savings from Newark

Celebrate the unofficial start of summer with a Memorial Day weekend escape to the Caribbean! Our specially priced packages from Newark Airport make it easy for Essex County residents to maximize the long weekend. Whether you want a quick 3-night beach escape or a full week in paradise, Memorial Day weekend offers perfect weather, fewer crowds than summer, and excellent values before peak season rates begin.

Key Highlights

Long weekend packages (3-4 nights)
Extended stays (5-7 nights)
Direct flights from Newark
Beach BBQs and celebrations
Pre-summer sale prices
Kids free promotions
No single supplements
Late May perfect weather

What's Included

  • Holiday weekend airfare
  • Beachfront accommodations
  • Memorial Day beach parties
  • Welcome cocktails
  • Breakfast daily
  • Airport transfers
  • Resort credits
  • Late checkout Monday

Available Destinations

Bermuda (2-hour flight)

Bahamas (2.5-hour flight)

Turks and Caicos

Cancun/Riviera Maya

Puerto Rico

U.S. Virgin Islands

Aruba

Barbados

Essex County Resident Advantages

  • 1.Beat the Jersey Shore crowds
  • 2.Better weather than local beaches
  • 3.Quick flights from Newark
  • 4.Return Monday night or Tuesday
  • 5.Group rates for Essex County residents

Package Pricing

Starting from

$699

per person

Save up to $300!

Average Duration: 3-5 nights

May 23-27, 2026 (Memorial Day Weekend)

Frequently Asked Questions

Is Memorial Day weekend too short for Caribbean travel?

Not at all! With 2-3 hour flights from Newark, you can be on a Caribbean beach by noon Friday and return Monday night, giving you 3 full days in paradise. Many extend through Tuesday for extra relaxation.

Are Memorial Day weekend prices higher?

Surprisingly, Memorial Day often has better prices than peak summer. It's before high season, after Spring Break, and hotels offer promotions to kick off summer. Book early for best deals.

What's the weather like in the Caribbean for Memorial Day?

Fantastic! Late May offers ideal Caribbean weather - sunny, warm (80s), low rain chance, and calm seas. It's before hurricane season and after the winter winds. Perfect beach conditions!

Should I book a cruise or resort for Memorial Day weekend?

Both work well! 4-night cruises from Cape Liberty are popular for Memorial Day. Resorts offer more beach time and flexibility. Consider your priorities: multiple destinations (cruise) or relaxation (resort).

Ready to Book Your Memorial Day Weekend Getaways from Newark?

Get personalized assistance from our Essex County travel experts

Start Your Dream Vacation Today

Join thousands of satisfied Essex County residents who trust Next Trip Anywhere for their vacation packages