Boston to Punta Cana for $188?

Punta Cana round-trip at $188 is 62% below typical - plus Cancun for $182 and LA for $119 are turning heads this week from Logan.

May 08, 2026

Stop what you are doing: Boston to Punta Cana is sitting at $188 round-trip right now, and that price is 62% below its median typical price of $501. That is the cheapest fare in this issue - and one of the sharpest Caribbean deals we have seen out of Logan in a long time. If the Dominican Republic is not calling your name this week, we also have Cancun for $182, San Juan for $162, and Los Angeles for $119 round-trip from BOS. Read on for every deal broken out by region.

🌴 Caribbean & Mexico

Good Deal - BOS → Punta Cana - $188 round-trip. Usually around $501, now just $188 (62% below typical). Multiple Airlines. May 26 - May 31 (5 nights). Direct. Best dates to fly:

  • May 26 - May 31 | $188 | 5 days

  • May 26 - Jun 2 | $188 | 7 days

  • May 26 - Jun 5 | $188 | 10 days

Good Deal - BOS → Cancun - $182 round-trip. Usually around $307, now just $182 (41% below typical). Multiple Airlines. May 29 - Jun 3 (5 nights). Direct. Beach paradise with warm Caribbean waters at 29C. Best dates to fly:

  • May 29 - Jun 3 | $182 | 5 days

  • May 29 - Jun 5 | $182 | 7 days

  • May 29 - Jun 8 | $182 | 10 days

Good Deal - BOS → San Juan - $162 round-trip. Usually around $268, now just $162 (40% below typical). Multiple Airlines. May 23 - May 28 (5 nights). Direct. Weekend departure near Memorial Day. Best dates to fly:

  • May 23 - May 28 | $162 | 5 days

  • May 23 - May 30 | $162 | 7 days

  • May 23 - Jun 2 | $162 | 10 days

Good Deal - BOS → Nassau - $145 round-trip. Usually around $240, now just $145 (40% below typical). Multiple Airlines. May 30 - Jun 4 (5 nights). Direct. Weekend departure. Best dates to fly:

  • May 30 - Jun 4 | $145 | 5 days

  • May 30 - Jun 6 | $145 | 7 days

  • May 30 - Jun 9 | $145 | 10 days

🇺🇸 Domestic US

Good Deal - BOS → Los Angeles - $119 round-trip. Usually around $257, now just $119 (54% below typical). Multiple Airlines. May 23 - May 28 (5 nights). Direct. Weekend departure near Memorial Day. Best dates to fly:

  • May 23 - May 28 | $119 | 5 days

  • May 23 - May 30 | $119 | 7 days

  • May 23 - Jun 2 | $119 | 10 days

Good Deal - BOS → Miami - $134 round-trip. Usually around $239, now just $134 (44% below typical). Multiple Airlines. May 24 - May 29 (5 nights). Direct. Weekend departure near Memorial Day. Best dates to fly:

  • May 24 - May 29 | $134 | 5 days

  • May 24 - May 31 | $134 | 7 days

  • May 24 - Jun 3 | $134 | 10 days

Good Deal - BOS → Seattle - $139 round-trip. Usually around $202, now just $139 (31% below typical). Multiple Airlines. May 26 - May 31 (5 nights). Direct. Midweek departure on Memorial Day. Best dates to fly:

  • May 26 - May 31 | $139 | 5 days

  • May 26 - Jun 2 | $139 | 7 days

  • May 26 - Jun 5 | $139 | 10 days

Good Deal - BOS → San Francisco - $149 round-trip. Usually around $207, now just $149 (28% below typical). Multiple Airlines. May 30 - Jun 4 (5 nights). Direct. Weekend departure. Best dates to fly:

  • May 30 - Jun 4 | $149 | 5 days

  • May 30 - Jun 6 | $149 | 7 days

  • May 30 - Jun 9 | $149 | 10 days

🇪🇺 Europe

Good Deal - BOS → Barcelona - $280 round-trip. Usually around $470, now just $280 (40% below typical). Multiple Airlines. Jul 29 - Aug 1 (3 nights). Direct. Mediterranean beaches and culture at 19C - great time to visit. Best dates to fly:

  • Jul 29 - Aug 1 | $280 | 3 days

  • Jul 29 - Aug 2 | $280 | 4 days

  • Jul 29 - Aug 3 | $280 | 5 days

Good Deal - BOS → Dublin - $354 round-trip. Usually around $536, now just $354 (34% below typical). Multiple Airlines. May 25 - May 28 (3 nights). Direct. Near Memorial Day - a great long weekend escape. Best dates to fly:

  • May 25 - May 28 | $354 | 3 days

  • May 25 - May 29 | $354 | 4 days

  • May 25 - May 30 | $354 | 5 days

Good Deal - BOS → Paris - $374 round-trip. Usually around $577, now just $374 (35% below typical). Multiple Airlines. May 31 - Jun 3 (3 nights). Direct. Weekend departure. These European fares could also be booked with miles - Award Travel Finder tracks the best transatlantic award redemptions daily. Best dates to fly:

  • May 31 - Jun 3 | $374 | 3 days

  • May 31 - Jun 4 | $374 | 4 days

  • May 31 - Jun 5 | $374 | 5 days

Good Deal - BOS → Madrid - $307 round-trip. Usually around $366, now just $307 (16% below typical). Multiple Airlines. Jul 27 - Jul 30 (3 nights). Direct. Midweek departure. Best dates to fly:

  • Jul 27 - Jul 30 | $307 | 3 days

  • Jul 27 - Jul 31 | $307 | 4 days

  • Jul 27 - Aug 1 | $307 | 5 days

Good Deal - BOS → London Heathrow - $334 round-trip. Usually around $400, now just $334 (16% below typical). Multiple Airlines. Jul 26 - Jul 29 (3 nights). Direct. Weekend departure. Best dates to fly:

  • Jul 26 - Jul 29 | $334 | 3 days

  • Jul 26 - Jul 30 | $334 | 4 days

  • Jul 26 - Jul 31 | $334 | 5 days

Good Deal - BOS → Amsterdam - $439 round-trip. Usually around $554, now just $439 (21% below typical). Multiple Airlines. Jul 27 - Jul 30 (3 nights). Direct. Midweek departure. Best dates to fly:

  • Jul 27 - Jul 30 | $439 | 3 days

  • Jul 27 - Jul 31 | $439 | 4 days

  • Jul 27 - Aug 1 | $439 | 5 days

Good Deal - BOS → Frankfurt - $490 round-trip. Usually around $640, now just $490 (23% below typical). Multiple Airlines. Jun 29 - Jul 2 (3 nights). Direct. Midweek departure around Independence Day. Best dates to fly:

  • Jun 29 - Jul 2 | $490 | 3 days

  • Jun 29 - Jul 3 | $490 | 4 days

  • Jun 29 - Jul 4 | $490 | 5 days

Good Deal - BOS → Zurich - $774 round-trip. Usually around $1,293, now just $774 (40% below typical). Multiple Airlines. Jul 1 - Jul 4 (3 nights). Direct. Midweek departure - fly home on Independence Day weekend. Best dates to fly:

  • Jul 1 - Jul 4 | $774 | 3 days

  • Jul 1 - Jul 5 | $774 | 4 days

  • Jul 1 - Jul 6 | $774 | 5 days

Good Deal - BOS → Rome - $507 round-trip. Usually around $588, now just $507 (14% below typical). Multiple Airlines. Jul 19 - Jul 22 (3 nights). Direct. Weekend departure. Best dates to fly:

  • Jul 19 - Jul 22 | $507 | 3 days

  • Jul 19 - Jul 23 | $507 | 4 days

  • Jul 19 - Jul 24 | $507 | 5 days

🌏 Asia-Pacific

Good Deal - BOS → Hong Kong - $970 round-trip. Usually around $1,142, now just $970 (15% below typical). Multiple Airlines. Aug 4 - Aug 9 (5 nights). Direct. Midweek departure. Best dates to fly:

  • Aug 4 - Aug 9 | $970 | 5 days

  • Aug 4 - Aug 11 | $970 | 7 days

  • Aug 4 - Aug 14 | $970 | 10 days

Boston Airport Tip

Logan International (BOS) is your go-to for all of these deals this week. For transatlantic routes to London, Dublin, Paris, and Amsterdam, look for nonstop options that depart BOS in the evening - you will arrive rested and ready in the morning. For Caribbean routes to Punta Cana, Cancun, and Nassau, midweek departures (Tuesday or Wednesday) frequently hold the lowest fares even when the posted price matches weekend options. And for West Coast flights to LA, Seattle, and San Francisco, booking the Saturday departure shown here locks in the best price while giving you a full weekend on arrival.

Thinking about maximizing miles on any of these routes? Miles & Points Daily breaks down the best credit card bonuses and earning opportunities every single day - a great companion read if you want to rack up points while booking these deals.

Business Class & Premium Deals from BOS

This week is stacked with Business Class deals from Logan. Here are the standouts across every region - all nonstop and all well below their median typical prices.

🇪🇺 Europe - Business Class

Good Deal - BOS → Dublin (Business) - $1,799 round-trip. Usually around $5,384, now just $1,799 (67% below typical). Multiple Airlines. May 24 - May 27 (3 nights). Direct. Near Memorial Day weekend. Best dates to fly:

  • May 24 - May 27 | $1,799 | 3 days

  • May 24 - May 28 | $1,799 | 4 days

  • May 24 - May 29 | $1,799 | 5 days

Good Deal - BOS → Barcelona (Business) - $2,114 round-trip. Usually around $5,172, now just $2,114 (59% below typical). Multiple Airlines. Jun 15 - Jun 18 (3 nights). Direct. Midweek departure. Best dates to fly:

  • Jun 15 - Jun 18 | $2,114 | 3 days

  • Jun 15 - Jun 19 | $2,114 | 4 days

  • Jun 15 - Jun 20 | $2,114 | 5 days

Good Deal - BOS → Madrid (Business) - $1,599 round-trip. Usually around $3,829, now just $1,599 (58% below typical). Multiple Airlines. Jun 14 - Jun 17 (3 nights). Direct. Weekend departure. Best dates to fly:

  • Jun 14 - Jun 17 | $1,599 | 3 days

  • Jun 14 - Jun 18 | $1,599 | 4 days

  • Jun 14 - Jun 19 | $1,599 | 5 days

Good Deal - BOS → Amsterdam (Business) - $1,924 round-trip. Usually around $3,079, now just $1,924 (38% below typical). Multiple Airlines. Jun 24 - Jun 27 (3 nights). Direct. Midweek departure. Best dates to fly:

  • Jun 24 - Jun 27 | $1,924 | 3 days

  • Jun 24 - Jun 28 | $1,924 | 4 days

  • Jun 24 - Jun 29 | $1,924 | 5 days

Good Deal - BOS → Paris (Business) - $2,324 round-trip. Usually around $3,554, now just $2,324 (35% below typical). Multiple Airlines. Jun 27 - Jun 30 (3 nights). Direct. Weekend departure around Independence Day. Prefer using points for Paris Business Class? Award Travel Finder monitors award space on this route daily. Best dates to fly:

  • Jun 27 - Jun 30 | $2,324 | 3 days

  • Jun 27 - Jul 1 | $2,324 | 4 days

  • Jun 27 - Jul 2 | $2,324 | 5 days

Good Deal - BOS → London Heathrow (Business) - $2,159 round-trip. Usually around $2,459, now just $2,159 (12% below typical). Multiple Airlines. Aug 5 - Aug 8 (3 nights). Direct. Midweek departure. Best dates to fly:

  • Aug 5 - Aug 8 | $2,159 | 3 days

  • Aug 5 - Aug 9 | $2,159 | 4 days

  • Aug 5 - Aug 10 | $2,159 | 5 days

🌴 Caribbean & Mexico - Business Class

Good Deal - BOS → Nassau (Business) - $320 round-trip. Usually around $941, now just $320 (66% below typical). Multiple Airlines. Jun 6 - Jun 11 (5 nights). Direct. Weekend departure. Best dates to fly:

  • Jun 6 - Jun 11 | $320 | 5 days

  • Jun 6 - Jun 13 | $320 | 7 days

  • Jun 6 - Jun 16 | $320 | 10 days

Good Deal - BOS → San Juan (Business) - $327 round-trip. Usually around $808, now just $327 (60% below typical). Multiple Airlines. May 26 - May 31 (5 nights). Direct. Midweek departure on Memorial Day. Best dates to fly:

  • May 26 - May 31 | $327 | 5 days

  • May 26 - Jun 2 | $327 | 7 days

  • May 26 - Jun 5 | $327 | 10 days

Good Deal - BOS → Miami (Business) - $379 round-trip. Usually around $572, now just $379 (34% below typical). Multiple Airlines. May 24 - May 29 (5 nights). Direct. Weekend departure near Memorial Day. Best dates to fly:

  • May 24 - May 29 | $379 | 5 days

  • May 24 - May 31 | $379 | 7 days

  • May 24 - Jun 3 | $379 | 10 days

Good Deal - BOS → Cancun (Business) - $542 round-trip. Usually around $746, now just $542 (27% below typical). Multiple Airlines. May 29 - Jun 3 (5 nights). Direct. Weekend departure. Best dates to fly:

  • May 29 - Jun 3 | $542 | 5 days

  • May 29 - Jun 5 | $542 | 7 days

  • May 29 - Jun 8 | $542 | 10 days

🇺🇸 Domestic US - Business Class

Good Deal - BOS → Los Angeles (Business) - $614 round-trip. Usually around $957, now just $614 (36% below typical). Multiple Airlines. May 23 - May 28 (5 nights). Direct. Weekend departure near Memorial Day. Best dates to fly:

  • May 23 - May 28 | $614 | 5 days

  • May 23 - May 30 | $614 | 7 days

  • May 23 - Jun 2 | $614 | 10 days

Good Deal - BOS → Seattle (Business) - $669 round-trip. Usually around $1,234, now just $669 (46% below typical). Multiple Airlines. Jun 2 - Jun 7 (5 nights). Direct. Midweek departure. Best dates to fly:

  • Jun 2 - Jun 7 | $669 | 5 days

  • Jun 2 - Jun 9 | $669 | 7 days

  • Jun 2 - Jun 12 | $669 | 10 days

Good Deal - BOS → San Francisco (Business) - $644 round-trip. Usually around $897, now just $644 (28% below typical). Multiple Airlines. Jun 2 - Jun 7 (5 nights). Direct. Midweek departure. Best dates to fly:

  • Jun 2 - Jun 7 | $644 | 5 days

  • Jun 2 - Jun 9 | $644 | 7 days

  • Jun 2 - Jun 12 | $644 | 10 days

🌏 Asia-Pacific - Business Class

Good Deal - BOS → Hong Kong (Business) - $4,692 round-trip. Usually around $6,434, now just $4,692 (27% below typical). Multiple Airlines. Jul 7 - Jul 12 (5 nights). Direct. Midweek departure near Independence Day. Best dates to fly:

  • Jul 7 - Jul 12 | $4,692 | 5 days

  • Jul 7 - Jul 14 | $4,692 | 7 days

  • Jul 7 - Jul 17 | $4,692 | 10 days

🌍 Middle East - Business Class

Good Deal - BOS → Dubai (Business) - $4,669 round-trip. Usually around $14,076, now just $4,669 (67% below typical). Multiple Airlines. May 24 - May 29 (5 nights). Direct. Weekend departure near Memorial Day. Best dates to fly:

  • May 24 - May 29 | $4,669 | 5 days

  • May 24 - May 31 | $4,669 | 7 days

  • May 24 - Jun 3 | $4,669 | 10 days

Good Deal - BOS → Tel Aviv (Business) - $3,724 round-trip. Usually around $5,707, now just $3,724 (35% below typical). Multiple Airlines. Aug 3 - Aug 8 (5 nights). Direct. Midweek departure. Best dates to fly:

  • Aug 3 - Aug 8 | $3,724 | 5 days

  • Aug 3 - Aug 10 | $3,724 | 7 days

  • Aug 3 - Aug 13 | $3,724 | 10 days

Special Mention - Reykjavik (Economy & Business)

Good Deal - BOS → Reykjavik (Economy) - $375 round-trip. Usually around $746, now just $375 (50% below typical). Multiple Airlines. May 24 - May 27 (3 nights). Direct. Memorial Day weekend. Best dates to fly:

  • May 24 - May 27 | $375 | 3 days

  • May 24 - May 28 | $375 | 4 days

  • May 24 - May 29 | $375 | 5 days

Good Deal - BOS → Reykjavik (Business) - $1,262 round-trip. Usually around $1,680, now just $1,262 (25% below typical). Multiple Airlines. May 24 - May 27 (3 nights). Direct. Same Memorial Day weekend dates available. Best dates to fly:

  • May 24 - May 27 | $1,262 | 3 days

  • May 24 - May 28 | $1,262 | 4 days

  • May 24 - May 29 | $1,262 | 5 days

Boston Airport Strategies for Premium Travelers

Logan International (BOS) is the clear hub for all premium routes this week. Terminal E handles the majority of international departures including transatlantic Business Class flights to London, Dublin, Paris, Amsterdam, and Barcelona. Arrive at least 90 minutes before departure for international Business Class to take full advantage of priority check-in and security lanes. For Middle East routes to Dubai and Tel Aviv, these are typically operated via connecting hubs - confirm your routing when booking to plan your transit time accordingly. The Centurion Lounge at Logan and the Chase Sapphire Lounge are excellent options for premium passengers with the right cards before long-haul departures.

Want to earn more points on your next Business Class booking from Logan? Miles & Points Daily covers the best credit card bonuses for premium cabin spending every day. And if you would rather fly these routes on points instead of cash, Award Travel Finder tracks live Business Class award space so you never miss a sweet spot redemption.

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