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Chicago, Illinois, United States
June 17 – 20, 2027 · 3 nights
This is summer in the Chi with the volume turned all the way up. Think skyline views, rooftops packed with energy, lakefront vibes, incredible food, nonstop nightlife and a city full of people outside enjoying one of the biggest weekends of the summer.
During the day, we are hitting the city, catching the culture, exploring the Riverwalk, grabbing food, taking in the views and making the kind of group memories that turn into stories before the trip is even over.
Then comes Black Yacht Weekend.
We are getting on the water with music playing, drinks flowing, the Chicago skyline in the background and nothing but Nxlevel energy around us. This is not the part of the trip you hear about afterward and wish you attended. This is the moment you came to Chicago for.
And once the sun goes down, the Chi does not slow down. Rooftops, lounges, late night food, music, drinks and a city built for summer nights.Every night has the potential to turn into a movie. This is not just Nxlevel Travel’s first domestic alumni trip. This is Nxlevel invading Chicago.
Juneteenth Weekend. Black Yacht Weekend. Skyline views. Yacht vibes. Late nights. Big energy. Chicago, we outside.
Optional Paid Experiences:
Black Yacht Weekend signature yacht experience
Nxlevel nightlife experiences and other weekend enhancers
Mark your calendar — the dates that matter for planning around this trip.
Deposit due
Nov 27, 2026
Friday
Departure
Jun 17, 2027
Thursday
Check-in
Jun 17, 2027
Thursday
Check-out
Jun 20, 2027
Sunday
Arrival airport
Chicago, United States
Transfers included
All travelers arrange their own flights — Nxlevel Travel does not book flights for this trip. Book early to lock in the best fares, and make sure you fly into the correct airport (ORD). No adjustments are made for flights booked to the wrong destination.
Roundtrip airport transfers between O'Hare International Airport and your resort are included in this trip.
Recommended for booking flights
Embassy Suites by Hilton Chicago Downtown puts you in walking distance of the city's best rooftops, late-night dining, the Mag Mile, and the Riverwalk — so the group can bounce from brunch to bottle service without ever calling a ride. Every room is a two-room suite, meaning a separate living area with a sofa bed and a private bedroom with a door that actually closes: room to split the cost with friends, room to get ready, and room to recover.
Resort photos
4 Days / 3 Nights
4 Days / 3 Nights
Travel with us before, bring a crew, or get your deposit in early — there's more than one way to save on this trip.
Pay your deposit on any 2027 featured vacation by Sep 30, 2026 and take $50 off your trip. Same seat, same room — it just costs less to be early.
Earn $20 off for every trip you've taken with us — group, private, or personal. Register your past trips and we'll apply the credit once they're confirmed.
Up to $100 offBring 8 or more and you save two different ways. Organize the booking — resort + air, in your name — and take $20 off per traveler you bring.
Or be the group travel lead: they book themselves and enter your name under “Who Recommended This Trip?” at checkout, and your own trip drops by tier.
8 people
50% off
12 people
75% off
16 people
Free trip
Group travel lead tiers apply to your trip only, not to any flights you book.
By proceeding with your booking, you acknowledge that you have read the FAQs, understand that all deposits, installments, and full payments are final and non-refundable.
Deposits for Nxlevel Invades Chicago: Juneteenth on Black Yacht Weekend are due by Nov 27, 2026. The deposit amount secures your spot and is applied toward your total package price.
We accept all major credit and debit cards, Zelle, CashApp, and Apple Pay. All payments are processed securely through our payment platform.
Jun 17, 2027 through Jun 20, 2027
There are two options: There are two package options for single or double occupancy. Rates are per person.
The cost of the trip will vary based on what option you choose. Scroll to the PRICING section on this page.
Deposits for this trip are due Nov 27, 2026.
We will be staying at Embassy Suites by Hilton Chicago Downtown River North in Chicago, Illinois, United States.
YES. There is an option for a single-occupancy room. See PRICING for rate/details.
All travelers are required to book their own individual flights. NxlevelTravel will NOT book flight arrangements for travelers. Each traveler is responsible for making their flights and connections. Travelers should take special care to account for timezone changes and consider potential delays when booking their flights. NxlevelTravel is not obligated to make any adjustments due to delayed or missed flights. All deposits and payments are non-refundable.
See the FLIGHTS section for the airport option(s).
Yes, a valid passport is required for all international trips. Your passport must be valid for at least 6 months beyond your return date. We recommend applying or renewing as soon as possible.
Depending on the number of travelers that register for the trip, Nxlevel Travel reserves the right to move to a different resort as long as it is in the same rating class or higher)
All deposits and full-payments or installments are non-refundable. Deposits, full payments and/or installments are non-transferrable. We encourage reviewing all details here on the website prior to making payments. No refunds will be given under any circumstances.
NO. Nxlevel Travel does not offer travel insurance. However it is strongly recommended. While not everything is covered under travel Insurance, it is an extremely wise option for travelers. We recommend purchasing through a reputable company of your choice. Any personal issues that arise that require you to inquire about coverage should be directed to your travel insurance company, not Nxlevel Travel. All deposits and payments to Nxlevel Travel are final and non-refundable.
See the PRICING page for a list of amenities and activities that are included in our packages. NOTE: Nxlevel may plan OPTIONAL activities that will come at an extra cost.
We recommend using Skyscanner, Kayak, Google Flights, or Cheap-O-Air.
By participating in any NxlevelTravel trip, event or activity (“Event”), you acknowledge and agree that NxlevelTravel, its affiliates and designees may photograph, film, record and otherwise capture your image, likeness, voice and performance (collectively, “Media”), and upon paid deposit or full payment for the trip you hereby grant and assign to NxlevelTravel a perpetual, irrevocable, worldwide, royalty-free, transferable and sub-licensable right, license and all right, title and interest in and to the Media to use, reproduce, adapt, publish, distribute, display and otherwise exploit the Media in any format or medium now known or hereafter developed for promotional, marketing, commercial or any other lawful purpose without further notice, approval or compensation to you; you waive any right to inspect or approve uses and release NxlevelTravel from any and all claims, demands or liabilities arising out of such use. If you are registering a minor, you represent that you are the parent or legal guardian and consent on the minor’s behalf. To request not to be photographed or recorded, notify NxlevelTravel in writing prior to the Event and we will make reasonable efforts to accommodate you, but we cannot guarantee removal of Media in which you may appear. This release survives your participation and is binding on your heirs, assigns and legal representatives.
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