Pleasant Holidays · Flights + hotel
Hilton Los Cabos Beach & Golf Resort
4-starLos Cabos, Mexico · Corridor
Offer: $200 off
From $1,661
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
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Showing 151–180 of 696 hotels
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Riviera Maya
4-starCancun and Riviera Maya, Mexico · Playa del Carmen
From $1,697
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Negril
4-starJamaica, Caribbean
From $1,726
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Dreams Vallarta Bay Resort & Spa
4-starPuerto Vallarta and Riviera Nayarit, Mexico
Offer: $200 off
From $1,743
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Bahia Principe Escape Runaway Bay
4-starJamaica, Caribbean
From $1,748
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Royalton CHIC Cancun, Autograph Collection All-Inclusive Resort Adults Only
4-starCancun and Riviera Maya, Mexico
From $1,792
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Grand Fiesta Americana Los Cabos All Inclusive Golf & Spa
4-starLos Cabos, Mexico · Corridor
From $1,794
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
ME Cabo by Melia
4-starLos Cabos, Mexico · Cabo San Lucas
From $1,824
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Casa Marina Key West, Curio Collection by Hilton
4-starFlorida Keys, United States · Key West
From $1,832
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Grand Palladium Select Costa Mujeres
4-starCancun and Riviera Maya, Mexico · Costa Mujeres
From $1,835
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Hilton Santa Barbara Beachfront Resort
4-starSanta Barbara, United States · Waterfront
From $1,839
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Hard Rock Hotel Riviera Maya
4-starCancun and Riviera Maya, Mexico · Puerto Aventuras
Offer: $200 off
From $1,864
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Montego Bay
4-starJamaica, Caribbean
From $1,866
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Iberostar Selection Paraiso Maya Suites
4-starCancun and Riviera Maya, Mexico · Playa del Carmen
From $1,902
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
El Dorado Seaside Palms
4-starCancun and Riviera Maya, Mexico · Akumal
From $1,915
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Hilton Cancun Mar Caribe All-Inclusive Resort
4-starCancun and Riviera Maya, Mexico
From $1,942
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Hacienda del Mar Los Cabos, An Autograph Collection All Inclusive Resort
4-starLos Cabos, Mexico · Corridor
From $1,950
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Matangi Private Island Resort
4-starTaveuni, Fiji · Matangi Island
Offer: $200 off
From $2,027
per person, 2 adults sharing
Stay Jan 29 – Feb 3, 2027
All-inclusivePleasant Holidays · Flights + hotel
Iberostar Selection Coral Cancun
4-starCancun and Riviera Maya, Mexico
From $2,115
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Sheraton Maui Resort & Spa
4-starMaui, Hawaii · Kaanapali
From $2,136
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Casa Velas Puerto Vallarta
4-starPuerto Vallarta and Riviera Nayarit, Mexico · Marina Vallarta
Offer: $200 off
From $2,148
per person, 2 adults sharing
Stay Feb 5 – Feb 10, 2027
All-inclusivePleasant Holidays · Flights + hotel
Moon Palace Jamaica
4-starJamaica, Caribbean
From $2,167
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Iberostar Selection Rose Hall Suites
4-starJamaica, Caribbean
From $2,173
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Hard Rock Hotel Cancun
4-starCancun and Riviera Maya, Mexico
From $2,186
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Antillas
4-starAruba, Caribbean
From $2,249
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Playacar Palace
4-starCancun and Riviera Maya, Mexico · Playa del Carmen
From $2,316
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Hilton Tulum Riviera Maya All-Inclusive Resort
4-starCancun and Riviera Maya, Mexico · Tulum
From $2,390
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
Riu Palace Jamaica
4-starJamaica, Caribbean
From $2,399
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
All-inclusivePleasant Holidays · Flights + hotel
St. James's Club and Villas
4-starAntigua, Caribbean
From $2,400
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Pleasant Holidays · Flights + hotel
Marriott Cancun, An All-Inclusive Resort
4-starCancun and Riviera Maya, Mexico
From $2,499
per person, 2 adults sharing
Stay Jan 10 – Jan 15, 2027
Prices are for two adults sharing a room, taxes included.