Two Boats Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Two Boats Vacation

When you choose a Two Boats vacation package, you can relax and enjoy your getaway to the fullest. Discover the best parts of this unique city knowing that everything has been taken care of before you go. Eager to explore? Georgetown Beach, Boatswain Bird Island and Green Mountain are some of the leading places to visit during a trip to Two Boats. Expedia will help you escape your routine. Tailor your vacation to Two Boats to suit your style of travel, whatever that may be!

Top Two Boats Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Las Vegas Resort & Casino

Westgate Las Vegas Resort & Casino

4 out of 5
Price was CA $943, price is now CA $468 per person
CA $468
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
8.2/10 Very good! (6,764 reviews)

Westgate Flamingo Bay Resort

Westgate Flamingo Bay Resort

4 out of 5
Spring Valley
Price was CA $1,350, price is now CA $618 per person
CA $618
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
8.8/10 Excellent! (1,002 reviews)

Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
Price was CA $1,790, price is now CA $868 per person
CA $868
per person
Sep 29 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Los Angeles (LAX)
8.4/10 Very good! (1,953 reviews)
The people were friendly and the room was genuinely clean, we enjoyed our day very much.

Reviewed on Jul 27, 2026

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was CA $6,383, price is now CA $3,175 per person
CA $3,175
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
5.8/10 (326 reviews)
Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No beach chair, no wagon and the umbrella covered 1 person. I reached out to the person but never showed up with clean sheets. I had to invest in my stay detergent, sanitizing wipes, trash bags and toilet covers. Let me know forget to say, on my first stay the bottom of my feet was all black from the floors being super dirty. The only good thing of the place was the beach distance.

Reviewed on Jul 23, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $20,009, price is now CA $10,086 per person
CA $10,086
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Ready to book your vacation to Two Boats?

 

Choose your dates

Two Boats Hotel Deals

Mantis St Helena

Mantis St Helena

4 out of 5
1-3 Main Street Jamestown
The price is CA $338 per night from Aug 1 to Aug 2
CA $338
CA $338 total
Aug 1 - Aug 2
includes taxes & fees
9.2/10 Wonderful! (15 reviews)
"The Mantis was a nice hotel centrally located in Jamestown. The staff was very friendly, courteous, and amenable. All of the people on Saint Helena Island were very friendly, and I would recommend a visit there at any time of year."

Reviewed on Jul 6, 2026

Mantis St Helena
Richards Travel Lodge

Richards Travel Lodge

3.5 out of 5
49 Emirates Way Jamestown
9.4/10 Exceptional! (6 reviews)
Enjoying Saint helene
"Very comfortable and the couple is really very nice and helpfull"

Reviewed on Feb 27, 2024

Get rates
Richards Travel Lodge
Enchanting 1-bedroom lodge in Saint Helena

Enchanting 1-bedroom lodge in Saint Helena

Saint Helena Saint Helena
Get rates
Enchanting 1-bedroom lodge in Saint Helena
See all 3 properties in St. Helena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Beach Vacations
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Frequently asked questions

How much does a Two Boats vacation package cost?
You'll find cheap prices from CA $468 on Expedia for your Two Boats break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Two Boats costs.
What are the cheapest months to go to Two Boats?
If you'd like to book a cheap Two Boats vacation package, consider visiting in April, September and October. You're likely to find lower rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Two Boats?
Usually, a handful of days is enough to explore the top attractions during your Two Boats vacation. However, if you want to have time to kick back or go on day tours, consider extending your trip.
How to find the best Two Boats package deals?
Landing a cheap Two Boats package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Two Boats package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Two Boats vacation as a package?
You can enjoy significant savings on your next Two Boats escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Two Boats?
If you've got your Two Boats travel dates confirmed, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Two Boats?

  1. Pick your dates: The things you plan to do in Two Boats and your favourite season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will likely be the biggest expense during your trip to Two Boats.
  3. Decide how long to go away for: Now that you're more familiar with Two Boats, you can work out the ideal length of your break. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the perfect Two Boats vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.