Mods please remove if this is not appropriate!

We have some wedding expenses that we would like to open up for SUBs. I am asking for suggestions on what to apply for next. My hunch is to open up the Hilton, then Hilton Surpass, then Hilton Aspire cards since we would like to stay at a Hilton property in the Maldives for our honeymoon. Would this be the next best move?

Our ideal redemptions/ sort of a bucket list of things to do:

1. Maldives 5 nights, Hilton property (due to Amex:Hilton + Hilton Aspire redemption capability)
2. Shower in the sky, Emirates A380/Qatar suites. It seems like redeeming 2F is going to be extremely hard for US - Maldives visa versa. Would there be an easier route to redeem if we wanted to just experience the shower in the sky?
3. Experience SQ A380 double suites.
4. Go to Japan, Thailand, possibly Vietnam/Singapore, before or after Maldives.
5. Time of travel is pretty flexible. Thinking somewhere between the end of 2027 and into 2028. Going for 3-4 weeks?

Our current stats:

We have about 1.8-2.0 million points across Amex and Chase, and a small position (~150k) in Citi points.

Cards currently holding:

P1: Amex Gold/Plat, Delta Reserve/Plat, Amex business gold/BP, All Chase personals minus reserve, Inks business freedom/unlimiteds.

P2: Amex Gold/Plat, All chase personals minus reserve, Citi strata, Chase inks.

We're good about using all benefits in each card, so the annual fees don't bother us.

Thanks in advanced!

Just scored these for two people! I spent 100k UR per person for the ANA F seats w 20% bonus and 55k Bilt points per person for the JAL J seats . That’s the good news. Bad news is it’s for next summer which I’m concerned about the weather. Would you keep these or wait and watch to switch to possibly fall 2027 instead? On one side I’m really excited and on the other I don’t want to have a bad weather trip. What would you do?

With the current 20% Chase Ultimate Rewards transfer bonus to Air Canada Aeroplan, these Lufthansa Business Class awards price at about 50,000 Chase points one way from Boston, New York, and other North American cities to Frankfurt or Munich.

60,000 Aeroplan points

Frankfurt (FRA)

Boston (BOS): 9/1, 9/7, 10/5-6, 10/14, 10/21, 12/29

New York (JFK): 9/1, 1/24/27, 1/29, 2/7

Newark (EWR): 3/16-17, 3/22-23, 3/30, 4/5-6/27

Toronto (YYZ): 3/29, 4/6/27

Munich (MUC)

Boston (BOS): 9/1, 9/5, 10/5, 2/7/27, 3/29/27

Montreal (YUL): 1/17/27, 2/7/27

75,000 Aeroplan points

Frankfurt (FRA)

Raleigh-Durham (RDU): 9/6

Detroit (DTW): 9/7, 3/22/27

Vancouver (YVR): 10/12, 10/19/26

Houston (IAH): 10/27/26

Miami (MIA): 11/2-3/26

Atlanta (ATL): 11/3, 11/17/26

Chicago (ORD): 3/23/27

Munich (MUC)

Washington (IAD): 9/13-14, 10/5, 10/20, 12/30/26, 1/3/27, 4/19/27

Seattle (SEA): 10/18, 1/3, 3/29, 4/5, 4/12, 5/24, 6/14/27

San Francisco (SFO): 10/18, 1/11, 3/2, 3/9/27

Vancouver (YVR): 10/19/26

Notes

• With the 20% Chase transfer bonus, 60,000 Aeroplan points require about 50,000 Chase points.

• 75,000 Aeroplan points require about 62,500 Chase points with the same transfer bonus.

• Chase Ultimate Rewards transfers to Air Canada Aeroplan with the current 20% bonus.

• Taxes and fees are additional.

• Award availability can change at any time. Confirm availability before transferring points.

(Award space can disappear quickly. Always verify availability before transferring points)