DealNews - Caribbean Vacation Package Coupons For May 2026

Emerald 7-Night Virgin Islands Luxury Yacht Cruise for From $9,676 for 2

Wed, 27 May 2026 11:00:00 -0400

This Emerald Cruises luxury yacht cruise sails roundtrip from Saint Thomas, with stops in Saint John, Virgin Gorda, Norman Island, Anguilla, Sint Maarten, and Saint Barthélemy. Highlights include pristine beaches, coral reefs, island towns, Marina days, EmeraldPLUS and EmeraldACTIVE experiences, airport transfers, drinks, Wi-Fi, and gratuities. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at Emerald Cruises

Features

Departure from Saint Thomas on December 20, 2026
7 nights aboard a luxury yacht
20 meals
Shore Excursion Manager
Aquatic toys on Marina days
Complimentary mini bar

4-Night Miches All-Inclusive Flight and Resort Vacation for From $1,498 for 2 + free shipping

Tue, 26 May 2026 05:30:00 -0400

Stay at Zemi Miches All-Inclusive Resort, Curio Collection by Hilton, a new 5-star, all-ages resort set along Playa Esmeralda in the Dominican Republic. This 4-night vacation includes flights and offers travel from April 17 through December 31, 2026. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at All Inclusive Outlet

Features

500 rooms
6 restaurants and 11 bars
4 pools, including a rooftop pool
Kids and Teens Club
Yoga, wellness classes, and non-motorized watersports
Day and night entertainment

4-Night Negril All-Inclusive Flight and Resort Vacation for From $1,618 for 2

Tue, 12 May 2026 05:00:00 -0400

Book a 4-night all-inclusive Jamaica vacation with flights at Azul Beach Resort Negril, set on the sands of Seven Mile Beach. This Gourmet Inclusive resort includes meals, premium drinks, 24-hour room service, daily activities, nightly entertainment, WiFi, taxes, and gratuities. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at All Inclusive Outlet

Features

7 swimming pools
9 restaurants
Non-motorized water sports
Kids club
Fitness center
Beach volleyball and soccer

Jamaica All-Inclusive Flight and Hotel Vacation for From $1,382 for 2

Tue, 12 May 2026 04:01:53 -0400

Book all-inclusive hotel and flight packages from Visit Jamaica. These packages can include hotel stays, meals, drinks, and flights, depending on the offer selected. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at Visit Jamaica

4-Night Punta Cana All-Inclusive Flight and Resort Vacation for From $1,318 for 2

Thu, 07 May 2026 07:00:00 -0400

Stay at Bahia Principe Explore Punta Cana, an all-ages, all-inclusive resort on Bavaro Beach. This 4-night Dominican Republic vacation includes flights and offers travel from May 11 through October 31, 2026. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at All Inclusive Outlet

Features

1,428 rooms
7 restaurants and 8 bars
5 pools, including twin lake-style pools
Kids club and children’s waterpark access
Evening entertainment and live music

5-Night Riviera Maya Adults-Only All-Inclusive Flight and Resort Vacation for From $1,878 for 2

Thu, 07 May 2026 06:30:00 -0400

Stay at El Dorado Royale, an adults-only, all-inclusive AAA Four-Diamond resort set on 450 acres of tropical rainforest in Riviera Maya. This 5-night Mexico vacation includes flights and offers travel from May 1 through December 23, 2026. Book this travel deal by May 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at All Inclusive Outlet

Features

478 rooms
12 restaurants and 10 bars
6 pools, including a saltwater pool
4 swim-up bars and lazy river
Complimentary brunch at Maroma Beach
Roundtrip airport transportation

4-Night Tulum, Mexico Hilton Riviera Maya All-Inclusive Flight and Resort Vacation for From $639 per person

Thu, 23 Apr 2026 08:37:53 -0400

Stay 4 nights at the all-inclusive Hilton Tulum Riviera Maya All-Inclusive Resort in Tulum, Mexico, with flights included from $639 per person. This 4.5-star, all-ages resort features an adults-only pool, luxury spa, nine pools, 13 restaurants and bars, private beach, and a family zone. Travel is available Apr 17 - Dec 31, 2026. Book this travel deal by May 31, 2026. Buy Now at All Inclusive Outlet

All Inclusive Vacations to Mexico at Kayak for Under $125

Wed, 25 Feb 2026 11:56:59 -0500

Get all inclusive vacations to Mexico for under $125 at Kayak. This offer ends December 31, 2026. Buy Now at KAYAK

Kayak Explore San Juan, Puerto Rico for from $320

Tue, 24 Feb 2026 13:50:23 -0500

Enjoy roundtrip flights to San Juan, Puerto Rico from as low as $320 when you book through Kayak. This offer is valid through December 31, 2026. Buy Now at KAYAK

Priceline Cruise Deals for Under $399

Tue, 17 Feb 2026 11:18:53 -0500

Book your next cruise through Priceline and you could getaway for less than $399 to locations like the western Caribbean, the Bahamas, Key West, and more. You'll also be able to take advantage of bonus perks like a $50 cruise reward for cardmembers, up to $2,000 to spend on board, and the ability to book with for as low as $25 due that day. Note that some exclusions may apply but the good news is that many of these deals have a wide variety of sailing dates so it should be easier to find something to fit your schedule. This offer ends December 31, 2026. Buy Now at Priceline

Cancun, Mexico Hotel Stays at Priceline for from $5/night

Tue, 17 Feb 2026 11:15:06 -0500

Book Cancun, Mexico hotel stays through Priceline for as low as $5 per night. Note that some exclusions may apply and prices can vary based on hotel choice and booking dates. This offer is valid through December 31, 2026. Buy Now at Priceline

Puerto Rico Vacation Deals at Priceline: Great deals on hotels, resorts, and private homes

Tue, 17 Feb 2026 09:52:55 -0500

Save big on hotels, resorts, and private homes in Puerto Rico when you book your next vacation through Priceline. This offer ends December 31, 2026. Shop Now at Priceline

Mexico Flight Deals at Priceline for from $202

Tue, 17 Feb 2026 09:07:14 -0500

Book flights to Mexico through Priceline with prices starting as low as $202. This offer is valid through December 31, 2026. Buy Now at Priceline

Jamaica and Dominican Republic Flight Deals at Priceline for from $230

Wed, 17 Dec 2025 14:06:12 -0500

Book your next flight to Jamaica or the Dominican Republic through Priceline with prices starting as low as $230. Note that some exclusions may apply and prices can vary based on airport choice and booking dates. This deal expires December 31, 2026. Buy Now at Priceline

Puerto Rico Flight Deals at Priceline for from $108

Wed, 17 Dec 2025 13:56:12 -0500

Book your next flight to Puerto Rico through Priceline with prices starting as low as $108. Note that some exclusions may apply and prices can vary based on airport choice and booking dates. This deal expires December 31, 2026. Buy Now at Priceline

Mexico Flight Deals at Priceline for from $199

Wed, 17 Dec 2025 13:49:59 -0500

Book flights to Mexico through Priceline with prices starting as low as $199. This offer is valid through December 31, 2026. Buy Now at Priceline