67%
8%
4%
3%
18%
Roundtrip FlightsAll-Inclusive StayBeachfront ResortMultiple Dates
Jamaica: 3 or 5-Night All-Inclusive Escape with Flights
Explore the vibrant culture and stunning beaches of Jamaica with this all-inclusive vacation package. Enjoy a hassle-free trip that covers your flights and hotel, allowing you to focus on relaxation and adventure. Whether you choose a 3-night or 5-night stay, you're set for a memorable Caribbean escape.
What You Get
✓
Round-trip airfare: From major North American gateways to Jamaica (MBJ).
✓
3 or 5 nights accommodations: Stay at Legends Beach Hotel Jamaica, Samsara Cliff Resort Jamaica, or similar.
✓
All-inclusive plan: Enjoy meals, snacks, and beverages at your resort.
✓
Airline taxes & fuel surcharges: Covered as part of your package.
✗
Not included: Ground transfers, optional tours, hotel upgrades, travel insurance, personal expenses, and checked baggage fees.
Travel window: July 1, 2026 – October 31, 2026 • Book by: August 15, 2026
Travel dates, airfare, and inclusions are subject to availability — finalize booking with Weekender Breaks as soon as possible.
Travel dates, airfare, and inclusions are subject to availability — finalize booking with Weekender Breaks as soon as possible.
Plan Your Trip
Itinerary 1: 3-Night Jamaica Getaway+
- Day 1 — Arrival in JamaicaFly from the United States to Jamaica. Upon arrival, check in to your hotel and enjoy free time to relax or explore the beautiful surroundings, including beaches and local attractions.
- Day 2 — Jamaica Leisure DayEnjoy a full day at leisure in Jamaica. Relax on the beach, explore nearby areas, or take part in optional activities such as water sports or cultural experiences.
- Day 3 — Explore JamaicaSpend another day in Jamaica at your own pace. You may visit local attractions, enjoy shopping, or simply unwind and enjoy the tropical atmosphere.
- Day 4 — Departure from JamaicaAfter check-out, fly from Jamaica back to the United States.
Hotels — 3-Night Jamaica Getaway+
Legends Beach Hotel Jamaica OR Samsara Cliff Resort Jamaica OR Similar or similar
- Jamaica • 3 Nights • Standard Double Twin
Itinerary 2: 5-Night Jamaica Escape+
- Day 1 — Arrival in JamaicaFly from the United States to Jamaica. Upon arrival, check in to your hotel and enjoy free time to relax or explore the beautiful surroundings, including beaches and local attractions.
- Day 2 — Jamaica Leisure DayEnjoy a full day at leisure in Jamaica. Relax on the beach, explore nearby areas, or take part in optional activities such as water sports or cultural experiences.
- Day 3 — Explore JamaicaSpend the day exploring Jamaica at your own pace. You may visit local attractions, enjoy shopping, or experience the vibrant island culture.
- Day 4 — Jamaica Leisure DayAnother day to unwind in Jamaica. Enjoy the beach, resort amenities, or optional excursions.
- Day 5 — Relax in JamaicaMake the most of your final full day in Jamaica. You can relax by the sea, explore more attractions, or enjoy leisure activities.
- Day 6 — Departure from JamaicaAfter check-out, fly from Jamaica back to the United States.
Hotels — 5-Night Jamaica Escape+
Legends Beach Hotel Jamaica OR Samsara Cliff Resort Jamaica OR Similar or similar
- Jamaica • 5 Nights • Standard Double Twin
Departure Airports+
Available gateways and starting "from" fares per person:
- New York (NYC) — $998.57
- Fort Lauderdale (FLL) — $998.57
- Dallas (DFW) — $998.57
- Orlando (MCO) — $998.57
- Boston (BOS) — $1141.43
- Chicago (ORD) — $1141.43
- Houston (IAH) — $1141.43
- Miami (MIA) — $1141.43
- Atlanta (ATL) — $1141.43
- Austin (AUS) — $1141.43
- Los Angeles (LAX) — $1284.29
- San Francisco (SFO) — $1427.14
- Washington, D.C. (IAD) — $1427.14
- Denver (DEN) — $1570.00
Actual price depends on selected travel dates. Surcharges may apply for holiday-period departures.
Optional Tours & Upgrades+
Enhance your experience with options available at booking:
- Hotel Upgrades Available: Inquire about upgrading your accommodation to enhance your stay.
- Solo Travel Supplement: A surcharge applies for single travelers; contact Weekender Breaks for details.
- Alternative Departure Gateway: Options may be available for flights from airports not listed; contact Weekender Breaks.
- Extended Stay: Extend your vacation beyond the standard 3 or 5 nights; inquire for pricing and availability.
- Bamboo rafting and foot massage from Montego Bay: Experience a relaxing bamboo rafting tour followed by a soothing foot massage.
- Blue Hole and Dunn's River Falls tour from Ocho Rios: Explore the stunning Blue Hole and climb the iconic Dunn's River Falls.
Know Before You Go+
- FlightsEconomy cabin class with unspecified number of connections/layovers. Carry-on baggage fee applies; checked baggage fee is generally not included (check with airline for specifics).
- Currency & LanguageLocal currency is the Jamaican Dollar (JMD). English is the official language.
- Age RequirementsMinimum travel age is 18. Minimum check-in age is 18.
- Solo TravelA solo traveler surcharge applies; pricing will vary. Contact Weekender Breaks for details.
- Additional NotesA city tax of US$1 per room per night is collected at Legends Beach Hotel Jamaica OR Samsara Cliff Resort Jamaica, or similar.
Cancellation Policy+
Your Groupon voucher is refundable until deal expiration date ("Book by" date) or until your booking is confirmed with the Tour Operator. Once your booking is confirmed with merchant, it becomes non-refundable through Groupon, and all further changes are subject to the merchant's cancellation policy. See the FAQs section for detail.
How To Book
1.Get Your Voucher — Purchase your voucher — one per person (2 or more). Pricing is based on 2 travelers sharing a room; solo travel is available for an additional fee.
2.Redeem Your Voucher — Submit the Online Redemption Form with your Groupon voucher code — or call toll-free 1-929-207-0129 (Mon–Sun, 9am–9pm ET).
3.Confirm Your Trip Details — The Tour Operator will contact you to confirm travel dates, departure city, and any add-ons. Phone enquiries are handled immediately; form submissions receive a response within 48 hours.
4.Receive Documents & Enjoy! — Travel documents are issued within 48 hours after the booking is confirmed.
FAQs
If departure dates show a range — how do I select my specific travel date?+
On this page, select the date range that includes your preferred departure date. After purchasing your voucher, you will complete the booking form, where you will be asked to list your top three preferred departure dates within that range.
Are all travel dates available at the Groupon price?+
Once you submit your preferred dates, a Weekender Breaks travel expert will contact you directly to discuss your options. They will confirm if your preferred dates are available at the Groupon rate or suggest alternative dates and any applicable surcharges.
What does "all-inclusive" mean for this trip?+
Your all-inclusive package covers all meals, snacks, and beverages served at your resort. This allows you to relax and enjoy your vacation without worrying about additional costs for food and drinks.
What travel documents are required for Jamaica?+
US citizens typically need a valid passport to enter Jamaica. Please ensure your passport is valid for at least six months beyond your intended stay. For non-US citizens, please check current entry requirements for your nationality.
Can I customize my trip, such as extending my stay or adding different activities?+
Yes, many aspects of your trip can be customized. You can inquire about extending your stay, upgrading your hotel, or adding optional tours and excursions by contacting Weekender Breaks directly after your voucher purchase. Additional costs may apply.
Are ground transfers to and from the airport included in the package?+
No, ground transfers between the airport and your resort are not included in this package. You will be responsible for arranging your own transportation upon arrival and departure.
Fine Print
- Promotional value expires Aug 15, 2026. Amount paid never expires.
- Book by 08/15/26 or promo value expires
- Limit 1 per person, may buy 3 additional as gifts
- Each person must buy a voucher; price is based on two people traveling together and sharing a room
- All cancellations are subject to penalties; please refer to 'Weekender Breaks’ Terms & Conditions for more details
- Reservation required, subject to availability
- No cancellations once booking has been made and confirmed
- Airfare nonrefundable after booking
- Must be 18+ to check in
- Credit card required at booking and check-in
- Baggage fees may apply and vary by carrier
- Airline subject to change/availability
- Airfare includes carrier and government taxes & fees
- Not all tours are handicapped accessible, please contact Weekender Breaks US at 1-929-207-0129 to confirm
- A passport is required for all travel outside the US
- Before international travel, always check the State Department’s website for important info on the destination and its entry/exit requirements
- To redeem the voucher(s), please submit your redemption codes and names of the travelers via online form or call toll-free at 1-929-207-0129
- Additional fees to travel solo
- City Tax: US$1 per room per night at Legends Beach Hotel, Jamaica, or Samsara Cliff Resort, Jamaica
- Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.
- Learn about Strike-Through Pricing and Savings
About ✈ 4- or 6-Day All-Inclusive Jamaica Vacation with Air from Weekender Breaks
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