Jammin' in Jamaica 2026

Dominique Bowden

The Traveling Chucks ™

Jammin' in Jamaica 2026

Jul 9, 2026 to Jul 13, 2026

Montego Bay, Jamaica

Yea Mon! Welcome to Montego Bay, Jamaica

July 9-13, 2026

Escape to Jamaica, where mountains meet turquoise seas and reggae sets the vibe. Discover the magic of the Blue Hole and bold island flavors. Feel the rhythm, the warmth, and the soul of paradise

Deposit is $225 per person

*deposits are non-refundable and non-transferrable

What's INCLUDED in this trip:

4-nights at Breathless Montego Bay
Transportation to/from the airport
All meals and alcoholic beverages on the resort
Sunset Cocktail hour (Meet and Greet) on the first night (location on the resort TBD)
(1) Bamboo river rafting tour
(1) Night out on the town with authentic Jamaica cuisine
Themed parties
Fitness classes
Non-motorized sports (kayaks, paddle boarding, and snorkeling)
Live music and performances
Themed trivia
Casino night
Fashion shows
Jamrock experience
DJs and live music
Sip & paint
Arts & crafts classes
Dance lessons (Soca, Reggae, Retro, Afrobeatz)

What's NOT included:

TRIP INSURANCE (highly recommended)
Activities in ADD-ON SECTION
ANY activities off the resort
ANY food or drink charges off the resort
Gratuities and Tips
Passport and Visa fees
Nightclub entry fees if applicable

Welcome to Breathless Montego Bay Resort and Spa

Montego Bay, Jamaica

Allure Jr. Suite Tropical View

Views of nature's beauty, vibrant greenery, and peaceful serenity from your room.

Allure Jr. Suite Oceanview

Xhale Club Jr. Suite Gardenview Swim-up

Things to do in Jamaica (Optional)

Jet Car Experience

Bamboo Rafting

Clear Kayak Photoshoot

Dunn's River Falls

Itinerary:

Day 1, July 9th Arrival and Check in

Arrive and get settled in.
Meet for a Sunset Cocktail Hour (wear shades of the sunset! Think orange, yellow, pink, purple, and blues)
Meet and Greet Icebreaker (Sip and Spill)

Day 2, July 10th :

Rumble in the Jungle themed pool party (wear animal print swimwear)
Take time today after lunch and go explore activities at the sister resort (Secrets)
Enjoy dinner and nightly entertainment

Day 3 July 11th:

Martha Brae Bamboo River Rafting Experience
Game Night! (Bring your favorite game and get ready for a little friendly competition)

Day 4 July 12th:

All White Night out at Pier One Nightclub

Day 5 July 13th (Departure Day):

Check out
Say your "see you laters' and head to the airport

How To Book:

Select your preferred room category below (room price is listed in per person )
Enter number of travelers staying in your room
Select any add ons to enhance your vacation experience
Select "Continue to traveler info"
Enter all details requested. (if you do NOT have a passport, enter "NA" for the passport number only)
It will ask you the same details for the second traveler
Click "Continue to payment" to complete deposit
Once deposit is submitted the system automatically generates a monthly payment plan

If you need assistance booking your package during this process,

please call ‪(901) 501-6188‬

or email contact@thetravelingchucks.com

Payments and Payment Plans

Deposits are due at time of booking. We will contact you BEFORE your card is charged if there are any changes in the package price. Prices are subject to change for reasons beyond The Traveling Chucks' control. The platform will automatically generate a payment plan when you pay your deposit. If you would like to pay in full at any time, please contact us. You will also receive monthly payment reminders so please ensure your email address is entered correctly so important communications are received.

Passport and Travel Information

You must have a valid passport with at least 3 months validity beyond your departure from Jamaica. However, this can change at any point. Please visit travel.state.gov to view the current entry requirements for Jamaica.
Please ensure your passport information is correct when submitting booking form. Name changes due to error will incur an additional fee.

You Don’t Plan for Emergencies!

We hope you don’t need it, but having it is safer! Protect your investments with a travel insurance plan. Click HERE to purchase a policy today.

Arrival and Departure Flights for Land Packages

Flights are not available yet. When they become available, we will send recommended flights to the group.

Cancellation and Terms & Conditions

Your access to a cash refund is limited. Please purchase a travel insurance policy in order to protect your investment and receive a cash refund. All deposits are non-refundable and non-transferrable.

Cancellation policy: Please read carefully the

TERMS and CONDITIONS/ CANCELLATION POLICY

*By Booking this Experience, you agree to THE TRAVELING CHUCKS terms and conditions.

Available Packages

Allure Jr. Suite Tropical View All Inclusive- Solo (Private Room)
Available until May 15, 2026 - available