Mary’s Business

Business class is cheap when you fly somewhere warm in a Minnesota winter, and expensive everywhere else. This board finds the first kind in cash and the second kind on points — and never confuses a low fare for a good one.

$746
Cheapest business fare
Tampa, flights only
38
Routes watched
from Minneapolis

Escape the winter

Warm places, flown in a real premium cabin, ranked by what you actually pay. This is where business class is genuinely cheap — Tampa runs $373 a person. The Flat Score column is the guard: a low fare with a long layover is not a deal, it is a worse trip.

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01
The Delaney Hotel — Orlando
Orlando
OrlandoUnited StatesNo passportBest value
January — peak escape season7 nights13h 08m outlongest stop 7h 25m100% premiumfare $1,016 · hotel $1,197
82outbound only
You pay $1,707Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. IHG One Rewards — award night at 24.5k/night — 171.5k more covers the rest.typical
Best valueThe Delaney Hotel4.7/5 · 680 reviews · $154/night · $1,197 total 25% under medianmeasured
PointsCrowne Plaza Orlando-Downtown by IHG4.2/5 · $147/night · $1,091 total · needs 24.5k/night, you hold 0
Leg by leg
MSP → DENBusinessFrontier F9 31992h 13m
DEN → MCOBusinessFrontier F9 25203h 30m
$1,707
out of pocket, two people
$2,107 − $400
Open this fare
02
ROOST Tampa — Tampa
Tampa
TampaUnited StatesNo passport
February — dry and warm7 nights12h 11m outlongest stop 7h 42m100% premiumfare $746 · hotel $1,648
90outbound only
You pay $1,768Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 24k/night — 168k more covers the rest.typical
Best valueROOST Tampa4.7/5 · 376 reviews · $212/night · $1,648 total 33% under medianmeasured
PointsAloft by Marriott Tampa Midtown4.2/5 · $179/night · $1,422 total · needs 24k/night, you hold 0
Leg by leg
MSP → ATLBusinessFrontier F9 21662h 54m
ATL → TPABusinessFrontier F9 18541h 35m
$1,768
out of pocket, two people
$2,168 − $400
Open this fare
03
The Wayfarer San Diego — San Diego
San Diego
San DiegoUnited StatesNo passport
January — mild all winter7 nights27h 47m outlongest stop 23h 09m100% premiumfare $960 · hotel $1,612
65outbound only
You pay $2,112Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Hilton Honors — award night at 44.5k/night — 311.5k more covers the rest.typical23h 09m on the ground. That is an overnight nobody has booked you a bed for.
Best valueThe Wayfarer San Diego4.5/5 · 2,081 reviews · $201/night · $1,612 total 24% under medianmeasured
PointsDoubleTree by Hilton San Diego Bayside4.1/5 · $222/night · $1,552 total · needs 44.5k/night, you hold 0
Leg by leg
MSP → DENBusinessFrontier F9 31992h 13m
DEN → SANBusinessFrontier F9 28172h 25m
$2,112
out of pocket, two people
$2,512 − $400
Open this fare
04
The Oasis Resort — Palm Springs
Palm Springs
Palm SpringsUnited StatesNo passport
January — desert warmth6 nights7h 39m outlongest stop 2h 45m100% premiumfare $1,998 · hotel $1,131
100outbound only
You pay $2,590Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 6 nights on points. Hilton Honors — award night at 28.5k/night — 171k more covers the rest.typical
Best valueThe Oasis Resort4.5/5 · 783 reviews · $165/night · $1,131 total 28% under medianmeasured
PointsDoubleTree by Hilton Hotel Golf Resort Palm Springs4/5 · $143/night · $992 total · needs 28.5k/night, you hold 0
Leg by leg
MSP → SLCFirstDelta DL 26513h 00m
SLC → PSPFirstDelta DL 38521h 54m
$2,590
out of pocket, two people
$2,990 − $400
Open this fare
05
Fiesta Americana Cancún Villas — Cancun
Cancun
CancunMexicoLevel 2
January — when MSP is below zero7 nights6h 43m outlongest stop 0h 48m100% premiumfare $2,400 · hotel $913
91Google: highoutbound only
You pay $2,602Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 9.5k/night — 66.5k more covers the rest.typical
Best valueFiesta Americana Cancún Villas4.5/5 · 5,486 reviews · $104/night · $913 total 32% under medianmeasured
PointsAloft Cancun4/5 · $70/night · $602 total · needs 9.5k/night, you hold 0
Leg by leg
MSP → ORDFirst ClassUnited UA 3071h 52m
ORD → CUNBusiness ClassUnited UA 23714h 03m
$2,602
out of pocket, two people
$3,002 − $400
Open this fare
06
S Hotel Montego Bay — Montego Bay
Montego Bay
Montego BayJamaicaLevel 2
January — when MSP is below zero7 nights19h 14m outlongest stop 12h 20m100% premiumfare $2,684 · hotel $4,130
80Google: highoutbound only
Best valueS Hotel Montego Bay4.6/5 · 1,338 reviews · $513/night · $4,130 totalmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → EWRFirst ClassUnited UA 28572h 45m
EWR → MBJBusiness ClassUnited UA 14624h 09m
$2,684
out of pocket, two people
Open this fare
07
EB Hotel Miami — Miami
Miami
MiamiUnited StatesNo passport
February — high season, book early7 nights9h 21m outlongest stop 3h 19m100% premiumfare $940 · hotel $2,389
91outbound only
You pay $2,694Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Hilton Honors — award night at 61.5k/night — 430.5k more covers the rest.typical
Best valueEB Hotel Miami4.6/5 · 3,080 reviews · $302/night · $2,389 total 13% under medianmeasured
PointsDoubleTree by Hilton Grand Hotel Biscayne Bay4/5 · $308/night · $2,154 total · needs 61.5k/night, you hold 0
Leg by leg
MSP → DENBusinessFrontier F9 31992h 13m
DEN → MIABusinessFrontier F9 12803h 49m
$2,694
out of pocket, two people
$3,094 − $400
Open this fare
08
Marriott's Canyon Villas — Phoenix
Phoenix
PhoenixUnited StatesNo passport
January — when MSP is below zero7 nights7h 29m outlongest stop 3h 16m100% premiumfare $952 · hotel $2,163
99outbound only
You pay $2,715Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 36.5k/night — 255.5k more covers the rest.typical
Best valueMarriott's Canyon Villas4.5/5 · 1,528 reviews · $273/night · $2,163 totalmeasured
Leg by leg
MSP → DENBusinessFrontier F9 31992h 13m
DEN → PHXBusinessFrontier F9 47652h 00m
$2,715
out of pocket, two people
$3,115 − $400
Open this fare
09
Holiday Inn Express Puerto Vallarta — Puerto Vallarta
Puerto Vallarta
Puerto VallartaMexicoLevel 2
January — when MSP is below zero7 nights16h 53m outlongest stop 10h 50m100% premiumfare $2,573 · hotel $571
84Google: highoutbound only
You pay $2,744Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. IHG One Rewards — award night at 11k/night — 77k more covers the rest.typical10h 50m on the ground. That is an overnight nobody has booked you a bed for.
Best valueHoliday Inn Express Puerto Vallarta4.6/5 · 3,065 reviews · $67/night · $571 total 65% under medianmeasured
Leg by leg
MSP → IAHFirst ClassUnited UA 61943h 20m
IAH → PVRBusiness ClassUnited UA 11062h 43m
$2,744
out of pocket, two people
$3,144 − $400
Open this fare
10
The Buccaneer Resort St. Croix, U.S. Virgin Islands — St Croix
St Croix
St CroixUS Virgin IslandsNo passport
January — when MSP is below zero7 nights14h 51m outlongest stop 7h 47m100% premiumfare $2,791 · hotel $5,318
90Google: highoutbound only
Best valueThe Buccaneer Resort St. Croix, U.S. Virgin Islands4.5/5 · 1,284 reviews · $589/night · $5,318 totalmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → MIAFirst ClassAmerican AA 21014h 02m
MIA → STXBusiness ClassAmerican AA 5353h 02m
$2,791
out of pocket, two people
Open this fare
11
Ocean Club East, Grace Bay Beach — Providenciales
Providenciales
ProvidencialesTurks and CaicosLevel 1
January — when MSP is below zero7 nights17h 24m outlongest stop 9h 05m100% premiumfare $2,842 · hotel $5,077
78Google: typicaloutbound only
Best valueOcean Club East, Grace Bay Beach4.5/5 · 532 reviews · $600/night · $5,077 totalmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → ORDFirst ClassAmerican AA 47462h 03m
ORD → CLTFirst ClassAmerican AA 30302h 07m
CLT → PLSBusiness ClassAmerican AA 6312h 59m
$2,842
out of pocket, two people
Open this fare
12
Solmar Resort — Los Cabos
Los Cabos
Los CabosMexicoLevel 2
January — when MSP is below zero7 nights9h 35m outlongest stop 1h 49m100% premiumfare $3,100 · hotel $917
91Google: highoutbound only
Best valueSolmar Resort4.5/5 · 4,028 reviews · $99/night · $917 total 34% under medianmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → SFOFirst ClassUnited UA 12264h 34m
SFO → SJDBusiness ClassUnited UA 18813h 12m
$3,100
out of pocket, two people
Open this fare
13
Numero Uno Beach House — San Juan
San Juan
San JuanPuerto RicoLevel 1
February — no passport needed7 nights12h 36m outlongest stop 6h 01m100% premiumfare $1,836 · hotel $2,359
94Google: typicaloutbound only
You pay $3,137Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Hilton Honors — award night at 36.5k/night — 255.5k more covers the rest.typical
Best valueNumero Uno Beach House4.5/5 · 2,511 reviews · $308/night · $2,359 total 19% under medianmeasured
PointsDoubleTree by Hilton Hotel San Juan4.4/5 · $182/night · $1,701 total · needs 36.5k/night, you hold 0
Leg by leg
MSP → ORDFirst ClassAmerican AA 40011h 55m
ORD → SJUBusiness ClassAmerican AA 15554h 40m
$3,137
out of pocket, two people
$3,537 − $400
Open this fare
14
Sandyport Beach Resort — Nassau
Nassau
NassauBahamasLevel 2
January — when MSP is below zero6 nights15h 22m outlongest stop 10h 11m100% premiumfare $2,644 · hotel $1,692
85Google: typicaloutbound only
You pay $3,402Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 6 nights on points. Marriott Bonvoy — award night at 19k/night — 114k more covers the rest.typical10h 11m on the ground. That is an overnight nobody has booked you a bed for.
Best valueSandyport Beach Resort4.3/5 · 1,004 reviews · $180/night · $1,692 total 25% under medianmeasured
PointsCourtyard by Marriott Nassau Downtown/Junkanoo Beach4/5 · $143/night · $1,158 total · needs 19k/night, you hold 0
Leg by leg
MSP → MIAFirst ClassAmerican AA 21014h 02m
MIA → NASBusiness ClassAmerican AA 12661h 09m
$3,402
out of pocket, two people
$3,802 − $400
Open this fare
15
Royal Kona Resort — Kona
Kona
KonaUnited StatesNo passport
January — when MSP is below zero9 nights11h 21m outlongest stop 0h 54m100% premiumfare $3,437 · hotel $2,661
91Google: lowoutbound only
Best valueRoyal Kona Resort4.1/5 · 7,175 reviews · $250/night · $2,661 total 0% under medianmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → SFOFirst ClassUnited UA 12264h 34m
SFO → KOAFirst ClassUnited UA 6945h 53m
$3,437
out of pocket, two people
Open this fare
16
Hotel Cabañas La Teca — Liberia
Liberia
LiberiaCosta RicaLevel 2
January — when MSP is below zero7 nights24h 47m outlongest stop 17h 55m100% premiumfare $3,588 · hotel $778
69Google: highoutbound only
Best valueHotel Cabañas La Teca4.1/5 · 337 reviews · $111/night · $778 total 39% under medianmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → IAHFirst ClassUnited UA 61943h 20m
IAH → LIRBusiness ClassUnited UA 17373h 32m
$3,588
out of pocket, two people
Open this fare
17
Ramada Plaza by Wyndham Panama Punta Pacifica — Panama City
Panama City
Panama CityPanamaLevel 1
January — when MSP is below zero7 nights25h 02m outlongest stop 17h 02m100% premiumfare $3,490 · hotel $497
71Google: highoutbound only
You pay $3,774Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 13k/night — 91k more covers the rest.typical17h 02m on the ground. That is an overnight nobody has booked you a bed for.
Best valueRamada Plaza by Wyndham Panama Punta Pacifica4.6/5 · 2,373 reviews · $69/night · $497 total 19% under medianmeasured
PointsAloft by Marriott Panama4.5/5 · $98/night · $684 total · needs 13k/night, you hold 0
Leg by leg
MSP → EWRFirst ClassUnited UA 28572h 45m
EWR → PTYBusiness ClassUnited UA 10215h 15m
$3,774
out of pocket, two people
$4,174 − $400
Open this fare
18
Rabot Hotel from Hotel Chocolat — Vieux Fort
Vieux Fort
Vieux FortSaint LuciaLevel 1
January — when MSP is below zero7 nights20h 17m outlongest stop 9h 00m100% premiumfare $3,922 · hotel $5,390
87Google: typicaloutbound only
Best valueRabot Hotel from Hotel Chocolat4.5/5 · 622 reviews · $648/night · $5,390 totalmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → CLTFirst ClassAmerican AA 21402h 39m
CLT → MIAFirst ClassAmerican AA 29602h 07m
MIA → UVFBusiness ClassAmerican AA 4953h 41m
$3,922
out of pocket, two people
Open this fare
19
Playa Palmera Beach Resort — Punta Cana
Punta Cana
Punta CanaDominican RepublicLevel 2
January — when MSP is below zero7 nights15h 45m outlongest stop 9h 00m100% premiumfare $2,833 · hotel $1,219
87Google: highoutbound only
You pay $4,240Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 27.5k/night — 192.5k more covers the rest.typical
Best valuePlaya Palmera Beach Resort4.7/5 · 1,036 reviews · $148/night · $1,219 total 18% under medianmeasured
PointsRoyalton Splash Punta Cana, An Autograph Collection All-Inclusive Resort & Casino4/5 · $207/night · $1,807 total · needs 27.5k/night, you hold 0
Leg by leg
MSP → EWRFirst ClassUnited UA 28572h 45m
EWR → PUJBusiness ClassUnited UA 21224h 00m
$4,240
out of pocket, two people
$4,640 − $400
Open this fare
20
Elements Hotel & Shops — Willemstad
Willemstad
WillemstadCuracaoLevel 1
January — when MSP is below zero7 nights8h 18m outlongest stop 1h 01m100% premiumfare $3,794 · hotel $1,122
91Google: highoutbound only
You pay $4,702Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 23.5k/night — 164.5k more covers the rest.typical
Best valueElements Hotel & Shops4.4/5 · 370 reviews · $149/night · $1,122 total 23% under medianmeasured
PointsCourtyard by Marriott Curacao4.4/5 · $176/night · $1,308 total · needs 23.5k/night, you hold 0
Leg by leg
MSP → MIAFirst ClassAmerican AA 21014h 02m
MIA → CURBusiness ClassAmerican AA 27393h 15m
$4,702
out of pocket, two people
$5,102 − $400
Open this fare
21
Wyndham Tortola BVI Lambert Beach Resort — Tortola
Tortola
TortolaBritish Virgin IslandsLevel 1
January — when MSP is below zero7 nights16h 29m outlongest stop 5h 08m89% premiumfare $4,746 · hotel $1,981
85Google: highoutbound only
Best valueWyndham Tortola BVI Lambert Beach Resort4.1/5 · 347 reviews · $236/night · $1,981 total 61% under medianmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → IAHFirst ClassUnited UA 61943h 20m
IAH → SJUFirst ClassUnited UA 14974h 16m
SJU → EISEconomyCape Air 9K 44110h 56m
$4,746
out of pocket, two people
Open this fare
22
Renaissance Wind Creek Aruba Resort — Oranjestad
Oranjestad
OranjestadArubaLevel 1
January — when MSP is below zero7 nights18h 55m outlongest stop 11h 39m100% premiumfare $3,366 · hotel $3,817
82Google: highoutbound only
You pay $4,781Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. World of Hyatt — award night at 20k/night — 140k more covers the rest.chart11h 39m on the ground. That is an overnight nobody has booked you a bed for.
Best valueRenaissance Wind Creek Aruba Resort4.5/5 · 5,506 reviews · $479/night · $3,817 totalmeasured
PointsHyatt Place Aruba Airport4.2/5 · $259/night · $1,815 total · needs 20k/night, you hold 0
Leg by leg
MSP → ORDFirst ClassAmerican AA 47462h 03m
ORD → AUABusiness ClassAmerican AA 11115h 13m
$4,781
out of pocket, two people
$5,181 − $400
Open this fare
23
Kaimana Beach Hotel — Honolulu
Honolulu
HonoluluUnited StatesNo passport
February — the long escape9 nights12h 37m outlongest stop 2h 06m100% premiumfare $4,453 · hotel $2,136
100Google: typicaloutbound only
You pay $6,457Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 9 nights on points. Hilton Honors — award night at 45k/night — 405k more covers the rest.typical
Best valueKaimana Beach Hotel4.4/5 · 1,821 reviews · $200/night · $2,136 total 14% under medianmeasured
PointsHilton Waikiki Beach Resort & Spa4/5 · $226/night · $2,404 total · needs 45k/night, you hold 0
Leg by leg
MSP → SFOFirst ClassUnited UA 12264h 34m
SFO → HNLFirst ClassUnited UA 23805h 57m
$6,457
out of pocket, two people
$6,857 − $400
Open this fare
24
St. James's Club & Villas, Antigua — St Johns
St Johns
St JohnsAntigua and BarbudaLevel 1
January — when MSP is below zero7 nights20h 58m outlongest stop 8h 10m100% premiumfare $4,262 · hotel $3,192
88Google: typicaloutbound only
You pay $7,595Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 71k/night — 497k more covers the rest.typical
Best valueSt. James's Club & Villas, Antigua4.2/5 · 933 reviews · $356/night · $3,192 total 8% under medianmeasured
PointsRoyalton CHIC Antigua, An Autograph Collection All-Inclusive Resort - Adults-Only4/5 · $533/night · $3,733 total · needs 71k/night, you hold 0
Leg by leg
MSP → DFWFirst ClassAmerican AA 18802h 50m
DFW → MIAFirst ClassAmerican AA 10422h 50m
MIA → ANUBusiness ClassAmerican AA 10763h 28m
$7,595
out of pocket, two people
$7,995 − $400
Open this fare
25
Koloa Landing Resort at Poipu, Autograph Collection — Kauai
Kauai
KauaiUnited StatesNo passport
January — when MSP is below zero9 nights19h 24m outlongest stop 5h 54m100% premiumfare $4,820 · hotel $5,479
94Google: typicaloutbound only
You pay $7,657Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 9 nights on points. Marriott Bonvoy — award night at 40.5k/night — 364.5k more covers the rest.typical
Best valueKoloa Landing Resort at Poipu, Autograph Collection4.6/5 · 1,835 reviews · $513/night · $5,479 totalmeasured
PointsSheraton Kauai Coconut Beach Resort4/5 · $303/night · $3,237 total · needs 40.5k/night, you hold 0
Leg by leg
MSP → SFOFirst ClassUnited UA 12264h 34m
SFO → HNLFirst ClassUnited UA 23805h 57m
HNL → LIHFirst ClassAlaska AS 11830h 45m
$7,657
out of pocket, two people
$8,057 − $400
Open this fare
26
Simpson Bay Resort, Marina & Spa — St Maarten
St Maarten
St MaartenSint MaartenLevel 1
January — when MSP is below zero7 nights23h 47m outlongest stop 17h 01m100% premiumfare $3,599 · hotel $1,925
71Google: typicaloutbound only
You pay $7,742Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 69.5k/night — 486.5k more covers the rest.typical17h 01m on the ground. That is an overnight nobody has booked you a bed for.
Best valueSimpson Bay Resort, Marina & Spa4.4/5 · 2,136 reviews · $229/night · $1,925 total 33% under medianmeasured
PointsJW Marriott St. Maarten Beach Resort & Spa4/5 · $521/night · $4,543 total · needs 69.5k/night, you hold 0
Leg by leg
MSP → IADFirst ClassUnited UA 61892h 34m
IAD → SXMBusiness ClassUnited UA 3464h 12m
$7,742
out of pocket, two people
$8,142 − $400
Open this fare
27
Marriott's Frenchman's Cove — St Thomas
St Thomas
St ThomasUS Virgin IslandsNo passport
January — when MSP is below zero7 nights8h 20m outlongest stop 1h 33m100% premiumfare $3,176 · hotel $7,414
100outbound only
You pay $8,272Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 97k/night — 679k more covers the rest.typical
Best valueMarriott's Frenchman's Cove4.6/5 · 1,397 reviews · $946/night · $7,414 totalmeasured
PointsThe Westin St. Thomas Beach Resort & Spa4.1/5 · $726/night · $5,496 total · needs 97k/night, you hold 0
Leg by leg
MSP → ORDFirstUnited UA 3071h 52m
ORD → STTFirstUnited UA 21764h 55m
$8,272
out of pocket, two people
$8,672 − $400
Open this fare
28
Accra Beach Hotel & Spa — Bridgetown
Bridgetown
BridgetownBarbadosLevel 1
January — when MSP is below zero8 nights18h 05m outlongest stop 7h 46m100% premiumfare $4,588 · hotel $2,013
81Google: typicaloutbound only
You pay $9,121Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 8 nights on points. IHG One Rewards — award night at 103k/night — 824k more covers the rest.typical
Best valueAccra Beach Hotel & Spa4.0/5 · 2,043 reviews · $216/night · $2,013 total 41% under medianmeasured
PointsHotel Indigo Bridgetown Barbados by IHG4.3/5 · $617/night · $4,933 total · needs 103k/night, you hold 0
Leg by leg
MSP → DCAFirst ClassAmerican AA 38742h 37m
DCA → MIAFirst ClassAmerican AA 23442h 51m
MIA → BGIBusiness ClassAmerican AA 31303h 43m
$9,121
out of pocket, two people
$9,521 − $400
Open this fare
29
Aston at The Whaler on Kaanapali Beach — Maui
Maui
MauiUnited StatesNo passport
January — when MSP is below zero9 nights19h 07m outlongest stop 5h 38m100% premiumfare $4,573 · hotel $4,112
94Google: typicaloutbound only
You pay $9,156Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 9 nights on points. World of Hyatt — award night at 30k/night — 270k more covers the rest.chart
Best valueAston at The Whaler on Kaanapali Beach4.6/5 · 943 reviews · $360/night · $4,112 total 24% under medianmeasured
PointsHana-Maui Resort, a Destination by Hyatt Hotel4.4/5 · $466/night · $4,983 total · needs 30k/night, you hold 0
Leg by leg
MSP → SFOFirst ClassUnited UA 12264h 34m
SFO → HNLFirst ClassUnited UA 23805h 57m
HNL → OGGFirst ClassAlaska AS 11860h 44m
$9,156
out of pocket, two people
$9,556 − $400
Open this fare
30
Sunshine Hotel and Suites — Grand Cayman
Grand Cayman
Grand CaymanCayman IslandsLevel 1
January — when MSP is below zero7 nights6h 45m outlongest stop 0h 50m100% premiumfare $2,869 · hotel $3,262
91Google: typicaloutbound only
You pay $9,352Amex $400
!Flights in cash. No award pricing is modelled for this route yet, so the fare above stands as-is.→0 of 7 nights on points. Marriott Bonvoy — award night at 97k/night — 679k more covers the rest.typical
Best valueSunshine Hotel and Suites4.4/5 · 765 reviews · $383/night · $3,262 total 19% under medianmeasured
PointsGrand Cayman Marriott Beach Resort4.5/5 · $727/night · $6,883 total · needs 97k/night, you hold 0
Leg by leg
MSP → ORDFirst ClassUnited UA 3071h 52m
ORD → GCMBusiness ClassUnited UA 3424h 03m
$9,352
out of pocket, two people
$9,752 − $400
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The far list

Bali, Tokyo, Auckland and the rest are never cheap in cash — Tokyo runs $15,784 for two and barely moves whatever date you pick. These become affordable one way only: on miles. Enter your balances above and the maths follows you down here.

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01
Posada El Quijote — San José
San José
San JoséCosta RicaLevel 2Best value
Feb — dry season7 nights13h 09m outlongest stop 6h 14m100% premiumfare $2,755 · hotel $555
93outbound only
You pay $2,992Amex $400
→Flights in cash. Southwest Rapid Rewards — books this exact itinerary costs 50k per person; nobody is there yet. Nearest is 50k short. Fare stands at $2,755.chart→0 of 7 nights on points. Marriott Bonvoy — award night at 12k/night — 84k more covers the rest.typical
Best valuePosada El Quijote4.7/5 · 372 reviews · $70/night · $555 total 42% under medianmeasured
PointsDelta Hotels by Marriott San Jose Aurola4.3/5 · $91/night · $637 total · needs 12k/night, you hold 0
Leg by leg
MSP → IAHFirstUnited UA 24603h 13m
IAH → SJOBusinessUnited UA 12803h 42m
$2,992
out of pocket, two people
$3,392 − $400
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02
Adesso Hotel — Rome
Rome
RomeItalyLevel 2
May — shoulder season9 nights12h 05m outlongest stop 1h 15m100% premiumfare $6,346 · hotel $2,186
100Google: lowoutbound only
You pay $8,277Amex $400
→Flights in cash. Delta SkyMiles to Europe — dynamic costs 80k per person; nobody is there yet. Nearest is 80k short. Fare stands at $6,346.typical→0 of 9 nights on points. IHG One Rewards — award night at 36.5k/night — 328.5k more covers the rest.typical
Best valueAdesso Hotel4.6/5 · 800 reviews · $204/night · $2,186 total 3% under medianmeasured
PointsCrowne Plaza Rome - St. Peter's by IHG4.4/5 · $220/night · $2,331 total · needs 36.5k/night, you hold 0
Leg by leg
MSP → KEFBusiness ClassIcelandair FI 6566h 05m
KEF → FCOBusiness ClassIcelandair FI 9304h 45m
$8,277
out of pocket, two people
$8,677 − $400
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03
Acro Urban Suites — Athens
Athens
AthensGreeceLevel 1
May — before the crowds8 nights17h 55m outlongest stop 3h 55m100% premiumfare $7,920 · hotel $1,264
98outbound only
You pay $8,784Amex $400
→Flights in cash. Delta SkyMiles to Europe — dynamic costs 75k per person; nobody is there yet. Nearest is 75k short. Fare stands at $7,920.typical→0 of 8 nights on points. Hyatt Regency Athens — Category 4 at 15k/night — 120k more covers the rest.chart
Best valueAcro Urban Suites4.9/5 · 370 reviews · $139/night · $1,264 total 25% under medianmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → KEFBusinessIcelandair FI 6566h 05m
KEF → FCOBusinessIcelandair FI 9304h 45m
FCO → ATHBusinessAegean A3 6551h 55m
$8,784
out of pocket, two people
$9,184 − $400
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04
56 Hotel Sukhumvit — Bangkok
Bangkok
BangkokThailandLevel 2
Feb — cool dry season10 nights31h 46m outlongest stop 5h 35m100% premiumfare $9,328 · hotel $351
92Google: lowoutbound only
You pay $9,279Amex $400
→Flights in cash. Alaska partner award to Asia costs 60k per person; nobody is there yet. Nearest is 60k short. Fare stands at $9,328.typical→0 of 10 nights on points. Hyatt Bangkok — Category 4–5 at 20k/night — 200k more covers the rest.chart
Best value56 Hotel Sukhumvit4.8/5 · 3,953 reviews · $33/night · $351 total 25% under medianmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → SEAFirst ClassAlaska AS 5553h 56m
SEA → MNLBusiness ClassPhilippine Airlines PR 12514h 35m
MNL → BKKBusiness ClassPhilippine Airlines PR 7303h 25m
$9,279
out of pocket, two people
$9,679 − $400
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05
Anathera Resort Kuta — Bali
Bali
BaliIndonesiaLevel 2
May — dry season10 nights59h 15m outlongest stop 19h 17m82% premiumfare $12,623 · hotel $294
53outbound only
You pay $12,743Amex $400
→Flights in cash. Alaska partner award (JAL / Cathay) costs 60k per person; nobody is there yet. Nearest is 60k short. Fare stands at $12,623.typical→0 of 10 nights on points. IHG One Rewards — award night at 8.5k/night — 85k more covers the rest.typical19h 17m on the ground. That is an overnight nobody has booked you a bed for.
Best valueAnathera Resort Kuta4.8/5 · 20,063 reviews · $27/night · $294 total 3% under medianmeasured
PointsHoliday Inn Express Baruna Bali by IHG4.9/5 · $52/night · $520 total · needs 8.5k/night, you hold 0
Leg by leg
MSP → SFOEconomySun Country Airlines SY 3954h 13m
SFO → TPEBusinessEVA Air BR 713h 50m
TPE → DPSBusinessEVA Air BR 2555h 25m
$12,743
out of pocket, two people
$13,143 − $400
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06
The Sebel Auckland Manukau — Auckland
Auckland
AucklandNew ZealandLevel 1
Feb — New Zealand summer10 nights20h 10m outlongest stop 2h 05m100% premiumfare $14,512 · hotel $1,170
100Google: lowoutbound only
You pay $15,511Amex $400
→Flights in cash. Delta SkyMiles — dynamic costs 95k per person; nobody is there yet. Nearest is 95k short. Fare stands at $14,512.typical→0 of 10 nights on points. IHG One Rewards — award night at 23.5k/night — 235k more covers the rest.typical
Best valueThe Sebel Auckland Manukau4.5/5 · 870 reviews · $102/night · $1,170 total 8% under medianmeasured
PointsCrowne Plaza Auckland by IHG4.4/5 · $140/night · $1,399 total · needs 23.5k/night, you hold 0
Leg by leg
MSP → DFWBusiness ClassAmerican AA 18802h 50m
DFW → AKLBusiness ClassAmerican AA 3515h 15m
$15,511
out of pocket, two people
$15,911 − $400
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07
メルキュール東京羽田エアポート — Tokyo
Tokyo
TokyoJapanLevel 1
May — after blossom8 nights17h 15m outlongest stop 0h 48m100% premiumfare $15,784 · hotel $814
91Google: typicaloutbound only
You pay $16,198Amex $400
→Flights in cash. Alaska on Japan Airlines — the classic sweet spot costs 60k per person; nobody is there yet. Nearest is 60k short. Fare stands at $15,784.typical→0 of 8 nights on points. Park Hyatt Tokyo — Category 7 at 30k/night — 240k more covers the rest.chart
Best valueメルキュール東京羽田エアポート4.8/5 · 2,138 reviews · $93/night · $814 total 30% under medianmeasured

No loyalty-brand hotel found here — this stay is cash only.

Leg by leg
MSP → DFWFirst ClassAmerican AA 21502h 47m
DFW → HNDBusiness ClassAmerican AA 17513h 40m
$16,198
out of pocket, two people
$16,598 − $400
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08
Kuredu Island Resort & Spa — Maldives
Maldives
MaldivesMaldivesLevel 2
Feb — dry season7 nights33h 00m outlongest stop 11h 20m100% premiumfare $13,111 · hotel $3,034
83Google: typicaloutbound only
You pay $16,385Amex $400
→Flights in cash. Delta or partner award — dynamic costs 90k per person; nobody is there yet. Nearest is 90k short. Fare stands at $13,111.typical→0 of 7 nights on points. Marriott Bonvoy — award night at 70k/night — 490k more covers the rest.typical11h 20m on the ground. That is an overnight nobody has booked you a bed for.
Best valueKuredu Island Resort & Spa4.8/5 · 2,628 reviews · $409/night · $3,034 total 9% under medianmeasured
PointsSheraton Maldives Full Moon Resort & Spa4.5/5 · $525/night · $3,674 total · needs 70k/night, you hold 0
Leg by leg
MSP → ORDFirst ClassAmerican AA 40011h 55m
ORD → AUHBusiness ClassEtihad EY 1013h 20m
AUH → MLEBusiness ClassEtihad EY 3784h 10m
$16,385
out of pocket, two people
$16,785 − $400
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