DealNews - Best The Holiday Masters Deals & Sales for August 2026

7-Night Jamaica Couples Negril All-Inclusive Flight, Hotel, and Transfer Vacation for From $3,998 for 2

Fri, 17 Jul 2026 16:00:00 -0400

Escape to Jamaica with a 7-night adults-only vacation at Couples Negril. This all-inclusive package includes roundtrip flights, private airport transfers, gourmet dining, drinks, spa experiences, a romantic beach dinner, and accommodations at a 5-star beachfront resort. Highlights include a visit to Dunn's River Falls, a catamaran sunset cruise, snorkeling, and plenty of time to relax on Negril's famous beaches. Book this travel deal by July 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at The Holiday Masters

Features

Roundtrip flights
7-night stay at Couples Negril, a 5-star adults-only all-inclusive resort
Private airport transfers
All meals and drinks
Dunn's River Falls tour
Catamaran sunset cruise and snorkeling
Romantic beach dinner and couples spa experience

10-Night Rome, Florence, Venice, and Amalfi Coast Flight, Hotel, and Tour Vacation for From $3,938 for 2

Fri, 17 Jul 2026 15:00:00 -0400

Explore Italy on a 10-night vacation with roundtrip flights from major U.S. airports, airport transfers, high-speed train travel, and 4-star accommodations in Rome, Florence, Venice, and along the Amalfi Coast. Highlights include a Vatican and Colosseum experience in Rome, a guided walking tour of Florence, a gondola ride through Venice, and a scenic Amalfi Coast excursion visiting Positano, Amalfi, and Ravello. Book this travel deal by July 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at The Holiday Masters

Features

Roundtrip flights from major U.S. airports
Airport transfers throughout the trip
High-speed train tickets within Italy
4-star accommodations
Vatican Museums, St. Peter’s Basilica, Sistine Chapel, and Colosseum experience
Guided Florence walking tour
Venice gondola ride
Amalfi Coast excursion to Positano, Amalfi, and Ravello

8-Night Athens, Mykonos, and Santorini Flight, Hotel, and Tour Vacation for From $5,938 for 2

Fri, 17 Jul 2026 14:00:00 -0400

Explore Athens, Mykonos, and Santorini on an 8-night Greece vacation with roundtrip airfare from major U.S. airports, premium 4- and 5-star accommodations, inter-island ferry tickets, and airport and port transfers. Spend two nights in Athens, three nights in Mykonos, and three nights in Santorini, with highlights including an Athens historical city tour and a Santorini sunset cruise featuring hot springs, Red and White beaches, caldera views, and swimming stops. Book this travel deal by July 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at The Holiday Masters

Features

Roundtrip airfare from major U.S. airports
Premium 4- and 5-star accommodations
Inter-island ferry tickets
Airport and port transfers
Athens historical city tour
Santorini sunset cruise
Three nights each in Mykonos and Santorini
Domestic flight or ferry transfer back to Athens

11-Night Costa Rica Flight, Hotel, and Tour Vacation for From $3,938 for 2

Fri, 17 Jul 2026 13:00:00 -0400

Explore Costa Rica on an 11-night vacation that includes roundtrip international flights, private airport and inter-hotel transfers, and stays in San José, La Fortuna, Monteverde, and Tamarindo. Highlights include a guided walking nature tour in San José, an Arenal Volcano tour with lunch and natural hot springs, a guided Monteverde Cloud Forest tour, and a Hanging Bridges Canopy Walk before relaxing on Tamarindo's Pacific beaches. Stay at four handpicked 4-star hotels, including an all-inclusive stay in La Fortuna. Book this travel deal by July 31, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals. Buy Now at The Holiday Masters

Features

Roundtrip international flights included
Private airport and inter-hotel transfers
4-star hotels in San José, La Fortuna, Monteverde, and Tamarindo
2-night all-inclusive stay in La Fortuna
Guided walking nature tour in San José
Arenal Volcano tour with lunch and natural hot springs
Guided Monteverde Cloud Forest tour
Hanging Bridges Cloud Forest Canopy Walk
Daily breakfast where specified