UNTIL TRINIDAD & TOBAGO CARNIVAL 2026! | Inquire Now!
Speak to a Travel Concierge 312-912-7502
Endless experiences await you
Event Travel & Logistics
Let us structure, manage and simplify your complex and detailed travel needs for crews, staff, participants and patrons for your next event. Group bookings encouraged.
Caribbean Carnival Chasers
October 24-28, 2025
@wheresjowheeler’s personally curated and fully hosted Carnival Immersion Experiences catering to small, private groups. Soca in Japan, SocaScape, Soca Invasion,Bayou Bacchanal, etc per the carnival chasers calendar
Music Festivals
October 24-28, 2025
Elevate your weekend festival plans with our customized, all-inclusive packages that include accommodations, transportation and VIP Access to top global music events.
Roots Picnic, Broccoli City, Chosen Few House Picnic
Experience T&T
October 24-28, 2025
Taste of Carnival, The Greatest Show on Earth, Tobago Carnival, T&T International Marathon
Jamaica Uncut
October 24-28, 2025
Private Retreats, The 420 Experience, Taste Buds: The Foodie Tour, Bacchanal, Frenchmen’s Weekend
Work & Play Remote
October 24-28, 2025
Bring your job, educational studies, or passion project to work remotely while you explore the hidden Caribbean. Live Differently.
Caribbean Carnival Chasers
@wheresjowheeler’s personally curated and fully hosted Carnival Immersion Experiences catering to small, private groups. Soca in Japan, SocaScape, Soca Invasion,Bayou Bacchanal, etc per the carnival chasers calendar
Music Festivals
Elevate your weekend festival plans with our customized, all-inclusive packages that include accommodations, transportation and VIP Access to top global music events. Roots Picnic, Broccoli City, Chosen Few House Picnic
Experience T&T
Taste of Carnival, The Greatest Show on Earth, Tobago Carnival, T&T International Marathon
Conferences & Conventions
Anime AX, Primerica 2024, Adobe MAX, Pokemon Netch, TwitchCon
Jamaica Uncut
Private Retreats, The 420 Experience, Taste Buds: The Foodie Tour, Bacchanal, Frenchmen’s Weekend
Work & Play Remote
Bring your job, educational studies, or passion project to work remotely while you explore the hidden Caribbean. Live Differently.
Anguilla, Aruba, Grenada, Jamaica, Trinidad & Tobago.
Something Different
Tailor-Made Thailand, Urban HeartBeat Australia, Korean Street Food Tour, Virgin Voyages, Soulful Epicurean River Cruise
Conferences & Conventions
Anime AX, Primerica 2024, Adobe MAX, Pokemon Netch, TwitchCon