Anniversaries

By The MilestoneMiles Team·Updated June 6, 2026

Big anniversaries (10th, 25th, 50th) call for a special trip. Turn the celebration and travel spend into the points that pay for it.

Anniversaries

A big anniversary — a 10th, a 25th, a golden 50th — calls for a trip that matches the occasion. And because anniversaries come with flexible dates and a celebration to plan, they’re perfectly suited to funding that trip with points. The dinner, the party, the travel itself, all earn toward a redemption worthy of the year. Unlike a wedding, there’s no fixed public date and no vendor scramble, which gives you the freedom to optimize for award availability and point value rather than squeezing a trip around an immovable day.

Here’s how to turn the celebration into the getaway.

The mechanism is the same one behind every celebration bonus, with a twist of flexibility: the dinner or party spend clears a card's minimum, and because anniversaries have no fixed public date you can search award space first and schedule around it. Approval and bonus amounts are never guaranteed and issuer offers change, so confirm current terms before applying, use a no-foreign-transaction-fee card abroad, and pay every statement in full.

Flexible dates are a gift

Anniversaries aren’t locked to a single season, so you can choose the dates with the best award availability — which means easier flight redemptions and better point prices. That flexibility is one of the most valuable things you can have when booking on points.

The celebration spend earns

A celebration dinner or party plus the travel is card-payable spend you can concentrate onto one bonus card sized to your budget. Transferable points then redeem beautifully for a romantic destination.

A special dinner plus early travel bookings often pushes you past the card’s minimum on its own. A $2,000 anniversary dinner and $3,500 in flights clears a $4,000 minimum with room to spare, and the bonus posts before you board the plane. If the budget is modest, the dinner and the trip are usually enough — no full party needed to justify opening the card.

Redeem for the landmark

A landmark year deserves a landmark redemption — a suite, business class, a second honeymoon. If you’re also renewing vows, bundle the two for an even bigger redemption. Use an FX-fee-free card abroad, mind travel protections, and time the spend to any deposits.

A special dinner plus early travel bookings often clears the card minimum on its own. A $2,000 anniversary dinner and $3,500 in flights clears a $4,000 minimum with room to spare, and the bonus posts before you board the plane. If the budget is modest, the dinner and the trip are usually enough — no full party needed to justify opening the card.

A worked example

Say you’re marking a 25th anniversary with a $6,000 celebration — a special dinner or small party — and a romantic trip to Paris. Put the celebration plus the trip’s upfront costs on one card asking for $4,000 in three months and you clear the minimum comfortably, banking a 60,000–80,000-point bonus. That’s enough for two round-trip economy flights to Europe, or one in business class — a redemption that genuinely matches the landmark year.

The flexibility of anniversaries is the quiet advantage here. Because there’s no fixed public date the way a wedding has, you can search award space first and schedule around it, which usually means better availability and a lower point price than a locked date would allow.

And once the points plan is set, there's still a trip to organize. Our free trip planner maps the itinerary, travel details, and a packing list for everyone joining — all in your browser, no account needed.

Common questions, answered

A nice dinner, an event venue, or a celebration hotel stay all count toward the minimum spend, so the celebration itself often pushes you over the line even before the travel booking. If you’re renewing vows the same year, bundle the two — the combined spend can justify a bigger redemption and even a second card bonus.

The honest limits hold as always: approval and bonus amounts aren’t guaranteed and offers change, so confirm current terms before applying. Use a no-foreign-transaction-fee card abroad, lean on the trip protections your card includes, and pay every statement in full so interest never eats the reward. Your budget details stay in your browser.

Map it with the planner

The MilestoneMiles planner maps anniversary spend into a card plan. Your details never leave your browser. Plan your celebration and let the years you’re marking carry you somewhere special. See also our landmark birthday and honeymoon funding guides.

Diagram: how anniversaries deposits turn into a credit-card sign-up bonus and free travel

Recommended cards

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CardWelcome bonusMin spendAnnual feeAction
Chase Sapphire Reserve
Chase
60,000 pts$4,000 in 3mo$795/yrView Offer →
The Platinum Card
American Express
175,000 pts$12,000 in 6mo$895/yrView Offer →
Chase Sapphire Preferred
Chase
60,000 pts$4,000 in 3mo$95/yrView Offer →

Offers verified as of June 12, 2026. Card terms change frequently — confirm the current offer on the issuer’s site before applying.

Frequently asked questions

What is the best credit card for a 25th or 50th anniversary trip?

Cards with strong transfer partners and travel protections are ideal for a landmark anniversary trip. The Chase Sapphire Reserve (60,000-point bonus) and Amex Platinum (100,000–175,000-point bonus) both offer access to premium airline and hotel partners for the kind of romantic destinations these anniversaries call for.

How do anniversary trips differ from regular travel redemptions?

Flexibility is the main advantage — anniversaries don't have a fixed public date like a wedding, so you can time award searches for the best availability rather than a locked date. That means you can often find better award space and choose the dates with the lowest point cost.

Can I combine the anniversary dinner spend with the trip points strategy?

Yes — a special anniversary dinner or party adds to the minimum spend and can push you over the threshold if the travel booking alone doesn't quite cover it. Dinner at a nice restaurant, event venue, or celebration hotel stay all count toward the minimum spend.

Plan your budget →

Opens the free planner pre-loaded for milestone celebrations.

Editorial disclaimer: This article is general information and education, not financial, tax, credit, or legal advice, and isn't tailored to your individual circumstances. Credit-card offers, bonuses, fees, and rules change often — verify current terms directly with each issuer before applying, and consider speaking with a qualified professional about your own situation. Approval and results aren't guaranteed; never carry a balance to chase rewards. We may earn a commission when you open a card or book travel through our links, at no extra cost to you — see our Affiliate Disclosure.

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