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VacationPro

5 Memorial Day package deals worth your time

We checked 86 Memorial Day packages this week. Five made the cut. Memorial Day is three weeks out, and the cheap seats out of the Northeast and Midwest are already starting to climb. Below are the five that still pencil out, plus two we're watching.

— The VacationPro Team

Deal #1 · Aruba

Aruba Adults-Only Tropical Getaway, 3 Nights

$224 per person · save 34%

Worth it as the cheapest Caribbean entry on our list and the most weather-reliable. Aruba sits south of the hurricane belt with 360 sunny days a year. Adults-only at this price is rare. Skip if you are traveling with kids, this property is 18+ only.

See the catch →

Deal #2 · Punta Cana

Punta Cana All-Inclusive, 3 Nights + Flights for Two

$697 per person · save 61%

Worth it as the best Caribbean value with flights included on our site. Round-trip flights, all meals, drinks, daily activities, and a beachfront resort, all in. Skip if you want a quieter beach, Bavaro fills up over Memorial Day.

See the catch →

Deal #3 · Cancun

Cancun All-Inclusive, 3 Nights + Flights for Two

$697 per person · save 61%

Worth it for the price-to-amenities ratio. 3 nights, all-inclusive with flights, consistent 4.5+ star reviews. Skip if you've been to Cancun three times already, the experience is dialed but predictable.

See the catch →

Deal #4 · Jamaica

Montego Bay Jamaica All-Inclusive, 3 Nights + Flights for Two

$697 per person · save 61%

Worth it for couples or friends groups looking for the Jamaica vibe (reggae, jerk chicken, blue mountains coffee) without the all-day flight slog. Skip if you want a remote feel, MoBay is a working city, not a hideaway.

See the catch →

Deal #5 · Riviera Maya

Riviera Maya All-Inclusive, 3 Nights + Flights for Two

$697 per person · save 61%

Worth it as Cancun's quieter sister. Same Caribbean coast, same all-inclusive pricing, but you get cenotes, Tulum ruins, and Playa del Carmen energy without the spring-break crowds. Skip if you want maximum nightlife, Cancun proper is louder.

See the catch →

The Watch List · Not Yet

Two we're tracking, not ready to recommend

Caribbean cruise pricing. Memorial Day cruise fares are still moving daily as cabin inventory rebalances. We expect a better number to land within 7 to 10 days. Not yet.

Turks & Caicos all-inclusive. Quoted package looks strong but two of the included excursions are pending verification with the operator. Holding until we confirm.

See every all-inclusive deal we tracked this week →

New on the blog

Three reads to sharpen your Memorial Day plan

The 5 Best Memorial Day Caribbean Trips for 2026

Our ranked picks across value, weather, and ease of getting there from the US.

5 Caribbean Islands That Never Get Hurricanes

Aruba, Curaçao, Bonaire, Tobago, Barbados. The southern Caribbean playbook.

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The 6 resorts where the price you see online is the price you pay at checkout.