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San Juan Vacations

Pack those stellar shades. We have San Juan vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to San Juan – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with San Juan vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to San Juan

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great San Juan vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows San Juan well.

Top Hotel Deals

See all 81 Hotels in San Juan
Liam's Guest House and Vehicle Rentals

Liam's Guest House and Vehicle Rentals

8 Hislop Street, San Juan, Port of Spain
3.5 out of 5.0

Located in San Juan, this apartment building is 2.3 mi (3.7 km) from Mohammed Ali Jinnah Memorial Mosque and within 6 mi (10 km) of Tunapuna Market and Brian ...

$60

$60
Hislop on the Hill

Hislop on the Hill

19-20 Hislop Street, Port of Spain
3.0 out of 5.0

Located in San Juan, this guesthouse is 2.3 mi (3.8 km) from Mohammed Ali Jinnah Memorial Mosque and within 6 mi (10 km) of University of the West Indies and ...

$45

$45
Gascon Villas

Gascon Villas

#17 Satar Street, Port of Spain
3.0 out of 5.0

Located in San Juan, this guesthouse is 2.9 mi (4.6 km) from Mohammed Ali Jinnah Memorial Mosque and within 6 mi (10 km) of University of the West Indies and ...

$50

$50
Abriannas Inn

Abriannas Inn

No. 43 Jogie Road, Port of Spain
3.0 out of 5.0

Located in San Juan, this guesthouse is within 6 mi (10 km) of Mohammed Ali Jinnah Memorial Mosque, Brian Lara Promenade, and Tunapuna Market. Holy Trinity Cathedral ...

$130

$130
Liam's Visitors Accommodation

Liam's Visitors Accommodation

44 Ibis Drive, San Juan, Port of Spain
4.0 out of 5.0

This apartment building is located in Port of Spain (San Juan), close to Mohammed Ali Jinnah Memorial Mosque. Area attractions also include Brian Lara Promenade ...

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

Lady Young Road, Belmont, Port of Spain
4.5 out of 5.0

This family-friendly Port of Spain resort is located in the historical district, within a 15-minute walk of Queen's Hall, Queen's Park Savanah, and President's ...

$143

$143
Hyatt Regency Trinidad

Hyatt Regency Trinidad

No 1 Wrighton Road, Port of Spain
5.0 out of 5.0

Situated in Port of Spain, this luxury hotel is within a 15-minute walk of Brian Lara Promenade, Holy Trinity Cathedral, and Woodford Square. Adam Smith Square ...

$154

$154
Regent Star Hotel

Regent Star Hotel

118-119 BWIA Boulevard, Piarco
3.5 out of 5.0

Situated near the airport, this hotel is 1.9 mi (3.1 km) from Millenium Golf Club and within 6 mi (10 km) of Eco Park and Tunapuna Market. University of the ...

$199

$199
Airport Suites Hotel

Airport Suites Hotel

7 Factory Road, Golden Grove, Piarco
3.0 out of 5.0

Situated near the airport, this hotel is 1.5 mi (2.5 km) from Millenium Golf Club and within 6 mi (10 km) of Eco Park and Tunapuna Market. University of the ...

$75

$75
Kapok Hotel

Kapok Hotel

16-18 Cotton Hill St Clair, Port of Spain
4.0 out of 5.0

Situated in the historical district, this hotel is within a 10-minute walk of Emperor Valley Zoo, Royal Botanical Gardens, and President's House. Queen's Park ...

$123

$123

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.