Jamaica · Planned start to finish
At Traveland, we plan personal journeys to Jamaica, from Montego Bay and Negril to Ocho Rios, Port Antonio and the South Coast. We take care of the research, bookings and logistics, from the first conversation to your flight home, so your time goes into enjoying the trip, not planning it. We are a family-owned travel agency in Connecticut, planning trips since 1978 as a member of the Signature Travel Network.
Since 1978Family-owned and operated
Signature Travel NetworkMember agency
Orange & BridgeportTwo Connecticut offices
Every detail handledSo you can simply enjoy the trip
Jamaica’s regions
Unlocking Jamaica’s soul means looking beyond the beach: mountains, waterfalls, music and history. We help you choose the region that suits your style.
Jamaica’s main gateway, with resorts, golf, historic great houses and easy airport access.
Seven miles of beach, famous cliffs and legendary sunsets on the island’s western tip.
Waterfalls, rivers and gardens on the north coast, including Dunn’s River Falls.
A lush, quiet corner of the northeast, with the Blue Lagoon, rivers and the Blue Mountains nearby.
Laid-back villages, YS Falls and a slower, authentic side of Jamaica.
Unlocking Jamaica’s soul.
We handle the details. You enjoy the journey.
Experiences
Landmarks that reveal the island’s history, music and natural beauty.
The Kingston home of reggae’s most famous artist.
Misty peaks, hiking trails and renowned coffee.
A restored Georgian mansion near Montego Bay, steeped in legend.
Tiered waterfalls and natural pools on the South Coast.
A historic port town with a colorful past near Kingston.
Terraced falls you can climb, near Ocho Rios.
Working with us
01
Tell us how you like to travel, who is coming, and what you hope to feel. There is no charge to begin.
02
We design the route, hotels, transfers and experiences, then refine them with you, so you skip the hours of research and comparison.
03
We book the flights, stays, cruises and tours and keep track of every confirmation, so all you have to do is enjoy the journey.
Timing
Mid-December to mid-April brings the driest, most comfortable weather. Jamaica is warm all year, with the hurricane season from June to November.
December to February: dry, pleasant and the busiest season.
March to May: warm and sunny, with fewer visitors after Easter.
June to August: hotter and more humid, with good value.
September to November: the peak of hurricane season and the quietest time.
Questions
Mid-December to mid-April offers the driest, most comfortable weather. June to November is hurricane season, with September and October usually the quietest months.
Montego Bay is convenient and varied, Negril is known for beaches and sunsets, Ocho Rios for waterfalls and adventure, and Port Antonio and the South Coast for a quieter, more authentic feel.
Yes, U.S. citizens need a valid passport. We will confirm current entry requirements before you travel.
Yes. Guided climbs up the terraced falls near Ocho Rios are one of Jamaica’s best-known experiences.
Yes. Family-friendly resorts, waterfalls, river adventures and calm beaches make Jamaica a popular choice for families.
Yes. We plan resort stays, including all-inclusive options, as well as cruises and independent itineraries.
Planning a trip like this can take many hours of research, comparison and booking. We do that work for you, draw on decades of experience to get the details right, and keep every confirmation in one place, so you can spend that time looking forward to the journey.
We are a family-owned travel agency in Connecticut, with offices at 564 Racebrook Road in Orange (203-929-6000) and 4270 Main Street in Bridgeport (203-371-1114).
Inquire
Tell us a little about the Jamaica journey you have in mind. One of our advisors will reply personally.
Choose a time for a call with one of our advisors.
Orange
564 Racebrook Road, Orange, CT 06477
203-929-6000
Bridgeport
4270 Main Street, Bridgeport, CT 06606
203-371-1114
Monday to Friday, 9am to 6pm
info@traveland.net
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