Top things to do in Anguilla in Summer (Updated July 2026)

Anguilla, Caribbean
Traditional Sailing Adventure to Anguilla's Prickly Pear Cays
Likely to Sell Out
Likely to Sell Out

Built in 1978, for sail-trading throughout the Caribbean, Tradition has exchanged sailing cargo and contraband for cruising with charter guests and cocktails in Anguilla. This...

6 hoursFree Cancellation
6 hoursFree Cancellation
6 hours • Free Cancellation
5.0 (87)
$644
$643

Little Bay Half-Day Sail & Snorkel Adventure
Likely to Sell Out
Likely to Sell Out

Indulge in an authentic sailing experience on a classic Caribbean " Fish Key West Charter " of yesteryear as Tradition sails to one of Anguilla's hidden...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (49)
$254.98
$253.98

Night Kayaking in Clear Kayaks | Glowing Waters & Stars
Special Offer
Special Offer

Night kayaking is a rare and exhilarating opportunity that allows you to explore the waters in a different light. When it comes to kayaking in...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.9 (45)
$110
$109

Morning Clear Kayak Tour to Little Bay + Snorkeling
Special Offer
Special Offer

Our morning kayak tour is the perfect way to start your day in Anguilla. Join us as we set out from Crocus Bay and paddle...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.9 (11)
$123
$122

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