There are a bunch of ideas where to go in the year of 2020, some places might be just DXCC entities and not really rare IOTA.
IOTA NA-249 Vieques Island, KP4/AA7CH
January 31 - February 5, 2020.
Rig: K3 + Expert 1.3K-FA (1300 W)
Power: Full legal
Antennas: Vertical and/or Inverted V, the owner of the place has warned that the winds are quite strong on the hilltop, so likely no Spiderbeam.
Bands: 80 m through 10 m with the attempt to set antenna for 160 m if the size of the rental property allows
Modes: CW (main mode), SSB. FT8 is very unlikely
QSL: ClubLog OQRS (preferred), direct to VE7ACN, bureau
ClubLog: YES, daily
LoTW: YES, shortly after the expedition
Sint Martin, FS/RW0CN February 9 - 16, 2020
with possible day trip(s) to NA-199 Tintamarre island - FS/VE7ACN
Rental place is in Les Terres Basses, a well treed 2 1/2 acre (1 ha) property with good take off to all major destinations, but not on the beach. The same rig and antennas for FS/RW0CN as per KP4/AA7CH. The plan is to participate in ARRL DX CW contest as well.
NA-199 Tintamarre Island is Nature Reserve, day trips are allowed but overnight stay requires a special permit. Due to overall fairly short stay on St. Martin it could be (or could not be) one or two day trips to NA-199. Barefoot 100 W and Inverted V antennas for 17-20-30 m, battery power.
Easter Island, CE0Y/VE7ACN
March 19-30, 2020.
Honu Nui Cabanas in Hanga Roa had been used by other expeditions to Easter Island, so there was no any issue to book the place again. A plenty of room for antennas, so Spiderbeam, verticals for 80-40-30 with the possibility to have 160 m Inverted L. Proven DXpedition K3 radio + Expert 1,3K-FA (1300 W) power amplifier.
July-August-September 2019 IOTA expedition to NA-176, NA-125, NA-068 and NA-077 has been cancelled due to urgent gull bladder surgery scheduled on August 7, 2019. That supposed to be a car tour started from Vancouver, BC on July 14, drive across Canada to get back on September 11. Places on NA-176, NA-125 and NA-077 were off-grid, so expedition equipment included 2 Honda EU-2000i generators and a bunch of other stuff normally not taken to airplanes.
As of August 15, 2019 recovery after surgery is going fairly well, however, the doctor doesn't recommend any full-scale physical activity during 6-8weeks. Any HAM radio expedition falls under this definition
IOTA NA-091, VE7ACN/7, Cortes Island, British Columbia
CISA BC-042, GRID CO70mb 02.00 UTC 25.01.2019 - 10.00 UTC 29.01.2019
IOTA NA-081, VE7ACN/VE1, Bell Island/LaHave Islands, Nova Scotia
CISA NS-044, GRID FN74tf --- 20.00 UTC 22.03.2019 - 05.00 UTC 28.03.2019
IOTA NA-127, VA7XW/VE1, Long Island, Nova Scotia
CISA NS-007, GRID FN64ug --- 20.00 UTC 28.03.2019 - 05.00 UTC 04.04.2019
IOTA NA-014, VE7ACN/VE9, White Head Island, New Brunswik
CISA NB-010, GRID FN64pp --- 20.00 UTC 05.04.2019 - 05.00 UTC 11.04.2019
NA-042 AL3/AA7CH AND NA-157 NL6/AA7CH 2017
Some 4500 pictures from both islands are waiting for inspiration to sort them out and write stories.
IOTA NA-042 Hinchibrook Island page made before expedition is here. August 9-15, 2017.
IOTA NA-157 Kayak Island page made before expedition is here. August 19-28, 2017.
NA-042 and NA-157 QSO summaries are here.
VE7ACN EXPEDITIONS PLAQUES
A nice plaques for my Alaska 2017 and all time Canadian islands expeditions to decorate your shack can be ordered from RW3DD for 44 USD or 39 EUR . Just e-mail him email@example.com. No QSL necessary, put all QSOs in e-mail. ClubLog will be used to check up the contacts. E-mailed QSL scans or LoTW screenshots will work equally well.
Alaska 2017. QSOs with 3 islands necessary: KL7/VE7ACN, AL3/AA7CH, NL6/AA7CH
Canadian Islands. Any 7 islands from here. Several QSOs with the same IOTA number are accepted.